Late-Stage C(sp 2)–C(sp 3) Diversification via Nickel Oxidative Addition Complexes
Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp 3) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C(sp 2)–C(sp 3) couplings but also in addi...
Saved in:
| Published in: | Journal of the American Chemical Society Vol. 146; no. 31; pp. 21264 - 21270 |
|---|---|
| Main Authors: | , , , , , , , , , , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
United States
American Chemical Society
07-08-2024
|
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Abstract | Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp 3) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C(sp 2)–C(sp 3) couplings but also in additional bond formations without recourse to specialized ligands and with improved generality when compared to Ni-catalyzed reactions. The development of an automated diversification process further illustrates the robustness of Ni-OACs, thus offering a new gateway to expedite the design–make–test–analyze (DMTA) cycle in drug discovery. |
|---|---|
| AbstractList | Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp 3) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C(sp 2)–C(sp 3) couplings but also in additional bond formations without recourse to specialized ligands and with improved generality when compared to Ni-catalyzed reactions. The development of an automated diversification process further illustrates the robustness of Ni-OACs, thus offering a new gateway to expedite the design–make–test–analyze (DMTA) cycle in drug discovery. Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp3) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C(sp2)-C(sp3) couplings but also in additional bond formations without recourse to specialized ligands and with improved generality when compared to Ni-catalyzed reactions. The development of an automated diversification process further illustrates the robustness of Ni-OACs, thus offering a new gateway to expedite the design-make-test-analyze (DMTA) cycle in drug discovery.Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp3) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C(sp2)-C(sp3) couplings but also in additional bond formations without recourse to specialized ligands and with improved generality when compared to Ni-catalyzed reactions. The development of an automated diversification process further illustrates the robustness of Ni-OACs, thus offering a new gateway to expedite the design-make-test-analyze (DMTA) cycle in drug discovery. Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C( ) fraction. The potential of Ni-OACs to access new chemical space has been assessed not only in C( )-C( ) couplings but also in additional bond formations without recourse to specialized ligands and with improved generality when compared to Ni-catalyzed reactions. The development of an automated diversification process further illustrates the robustness of Ni-OACs, thus offering a new gateway to expedite the design-make-test-analyze (DMTA) cycle in drug discovery. |
| Author | McGuire, Ryan T. Alonso, Jose Manuel Martin, Ruben Alcázar, Jesús Buijnsters, Peter Diéguez-Vázquez, Alejandro Tan, Eric Odena, Carlota Santiago, Tomás G. Castellanos-Blanco, Nahury Linares, María Lourdes Chaves-Arquero, Belén Cañellas, Santiago |
| AuthorAffiliation | The Barcelona Institute of Science and Technology Institute of Chemical Research of Catalonia (ICIQ) Universitat Rovira i Virgili ICREA, Passeig Lluís Companys Departament de Química Orgànica |
| AuthorAffiliation_xml | – name: The Barcelona Institute of Science and Technology – name: Institute of Chemical Research of Catalonia (ICIQ) – name: Universitat Rovira i Virgili – name: Departament de Química Orgànica – name: ICREA, Passeig Lluís Companys |
| Author_xml | – sequence: 1 givenname: Carlota orcidid: 0000-0003-3034-9097 surname: Odena fullname: Odena, Carlota organization: Universitat Rovira i Virgili – sequence: 2 givenname: Tomás G. surname: Santiago fullname: Santiago, Tomás G. organization: The Barcelona Institute of Science and Technology – sequence: 3 givenname: María Lourdes surname: Linares fullname: Linares, María Lourdes – sequence: 4 givenname: Nahury surname: Castellanos-Blanco fullname: Castellanos-Blanco, Nahury organization: The Barcelona Institute of Science and Technology – sequence: 5 givenname: Ryan T. surname: McGuire fullname: McGuire, Ryan T. organization: The Barcelona Institute of Science and Technology – sequence: 6 givenname: Belén surname: Chaves-Arquero fullname: Chaves-Arquero, Belén – sequence: 7 givenname: Jose Manuel surname: Alonso fullname: Alonso, Jose Manuel – sequence: 8 givenname: Alejandro orcidid: 0000-0003-0243-0357 surname: Diéguez-Vázquez fullname: Diéguez-Vázquez, Alejandro – sequence: 9 givenname: Eric surname: Tan fullname: Tan, Eric – sequence: 10 givenname: Jesús surname: Alcázar fullname: Alcázar, Jesús – sequence: 11 givenname: Peter surname: Buijnsters fullname: Buijnsters, Peter – sequence: 12 givenname: Santiago orcidid: 0000-0002-8700-4615 surname: Cañellas fullname: Cañellas, Santiago email: SCanella@its.jnj.com – sequence: 13 givenname: Ruben orcidid: 0000-0002-2543-0221 surname: Martin fullname: Martin, Ruben email: rmartinromo@iciq.es organization: ICREA, Passeig Lluís Companys |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/39052124$$D View this record in MEDLINE/PubMed |
| BookMark | eNptkLlOw0AQhlcoiBzQUSOXiYTDnva6jMwpRaQg1NZmPYs2-AheOwod78Ab8iQ4B9BQzfXPP5qvjzpFWQBC5wSPCabkaqm0G3ONJcf8CPWIoNgXhAYd1MMYUz-UAeuivnPLtuRUkhPUZREWlFDeQ_OpqsF_qtULePHQrTw6-vr43GVs5F3bNVTOGqtVbcvCW1vlPVr9Cpk329i0ba7Bm6Sp3U3jMl9lsAF3io6NyhycHeIAPd_ezON7fzq7e4gnU19RQmpfBCoKiWQilUZHhi-EMCqQbdeY9jUINcNCq0inkQEluQ6klFpQw0LOQkPZAA33vquqfGvA1UlunYYsUwWUjUtYCyUMKZdb6eVeqqvSuQpMsqpsrqr3hOBkyzHZckwOHFv5xcG5WeSQ_op_wP2d3m4ty6Yq2kf_9_oG6DN8UQ |
| Cites_doi | 10.1246/bcsj.53.139 10.1002/anie.201802656 10.1126/science.1178165 10.1021/ja00234a047 10.1021/jo500507s 10.1556/JFC-D-13-00009 10.1002/anie.201605463 10.1021/jacs.6b01533 10.1002/cctc.202201289 10.1016/0277-5387(95)00141-E 10.1021/acscatal.5b00072 10.1016/j.trechm.2023.10.008 10.1021/acscatal.8b00856 10.1021/acs.orglett.3c01390 10.1038/s41570-017-0025 10.1073/pnas.93.21.11865 10.1021/acs.joc.8b02358 10.1016/S0040-4020(00)00344-6 10.1021/acs.accounts.0c00032 10.1021/acscatal.5b02718 10.1038/nrd.2017.232 10.1038/s41598-019-52085-w 10.1002/adsc.201400243 10.1038/s41557-024-01528-7 10.1021/ja982520o 10.1021/acs.jmedchem.1c01139 10.1039/C9SC06006E 10.1021/ja301769r 10.1126/science.aac6153 10.1016/j.trechm.2023.03.008 10.1016/j.tetlet.2005.11.013 10.1039/D2CS00494A 10.1021/cr100346g 10.1056/NEJMcp0803572 10.1039/c2md20347b 10.1021/jm501100b 10.1021/jacs.6b00250 10.1021/acs.accounts.5b00057 10.1007/s40261-018-0656-y 10.1897/01-198 10.1038/nature13274 10.1021/acs.orglett.1c02101 10.1016/j.drudis.2019.10.014 10.1021/acs.jmedchem.0c01786 10.1021/acsmedchemlett.3c00118 10.1021/acs.accounts.0c00291 10.1055/s-0036-1591853 10.1093/toxsci/56.1.8 10.1016/S0169-409X(96)00423-1 10.1021/ol0272693 10.1021/acs.chemrev.1c00383 10.1021/acsmedchemlett.0c00292 10.1038/s41929-023-00925-4 10.1021/acs.jmedchem.2c01646 10.1002/chem.201402302 10.1021/acs.accounts.1c00480 10.31635/ccschem.021.202101196 10.4155/fmc-2016-0095 10.1093/oso/9780198501213.003.0006 10.1021/acs.organomet.8b00720 10.1021/acsmedchemlett.0c00093 10.3390/molecules24213839 10.1021/jacs.6b00016 10.1038/s41563-021-01156-3 10.1002/chem.200901913 10.1016/j.chempr.2020.04.005 10.1016/j.drudis.2020.09.009 10.1021/ol702499h 10.1021/acs.jmedchem.0c00829 10.1021/acs.orglett.2c04226 10.1002/chem.201402509 10.1021/jm200504p 10.1016/j.trechm.2019.08.004 10.1016/j.trechm.2021.02.005 10.1021/jm901241e 10.1021/ml500463t 10.1002/anie.201901866 10.1002/ijch.201900072 10.1039/b805648j 10.1021/jacs.5b04725 |
| ContentType | Journal Article |
| Copyright | 2024 American Chemical Society |
| Copyright_xml | – notice: 2024 American Chemical Society |
| DBID | NPM AAYXX CITATION 7X8 |
| DOI | 10.1021/jacs.4c08404 |
| DatabaseName | PubMed CrossRef MEDLINE - Academic |
| DatabaseTitle | PubMed CrossRef MEDLINE - Academic |
| DatabaseTitleList | MEDLINE - Academic PubMed |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1520-5126 |
| EndPage | 21270 |
| ExternalDocumentID | 10_1021_jacs_4c08404 39052124 c570111915 |
| Genre | Journal Article |
| GroupedDBID | --- -DZ -ET -~X .DC .K2 4.4 53G 55A 5GY 5RE 5VS 7~N 85S AABXI AAHBH ABFRP ABJNI ABMVS ABPPZ ABQRX ABUCX ACBEA ACGFO ACGFS ACJ ACNCT ACS ADHLV AEESW AENEX AFEFF AGXLV AHGAQ ALMA_UNASSIGNED_HOLDINGS AQSVZ BAANH BKOMP CS3 CUPRZ DU5 EBS ED~ F5P GGK GNL IH2 IH9 JG~ LG6 P2P ROL RXW TAE TN5 UHB UI2 UKR UPT VF5 VG9 VQA W1F WH7 XSW YQT YZZ ZCA ~02 NPM AAYXX CITATION 7X8 |
| ID | FETCH-LOGICAL-a211t-56a971835d8fc9f4b55fa686a9ff102e7c305ca9cd9fea84c6888c52f37437f23 |
| IEDL.DBID | ACS |
| ISSN | 0002-7863 1520-5126 |
| IngestDate | Sat Oct 26 04:32:31 EDT 2024 Wed Aug 14 12:30:39 EDT 2024 Sat Nov 02 12:26:03 EDT 2024 Thu Aug 08 06:03:17 EDT 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 31 |
| Language | English |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-a211t-56a971835d8fc9f4b55fa686a9ff102e7c305ca9cd9fea84c6888c52f37437f23 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ORCID | 0000-0002-2543-0221 0000-0003-0243-0357 0000-0003-3034-9097 0000-0002-8700-4615 |
| PMID | 39052124 |
| PQID | 3084772482 |
| PQPubID | 23479 |
| PageCount | 7 |
| ParticipantIDs | proquest_miscellaneous_3084772482 crossref_primary_10_1021_jacs_4c08404 pubmed_primary_39052124 acs_journals_10_1021_jacs_4c08404 |
| PublicationCentury | 2000 |
| PublicationDate | 2024-Aug-07 |
| PublicationDateYYYYMMDD | 2024-08-07 |
| PublicationDate_xml | – month: 08 year: 2024 text: 2024-Aug-07 day: 07 |
| PublicationDecade | 2020 |
| PublicationPlace | United States |
| PublicationPlace_xml | – name: United States |
| PublicationTitle | Journal of the American Chemical Society |
| PublicationTitleAlternate | J. Am. Chem. Soc |
| PublicationYear | 2024 |
| Publisher | American Chemical Society |
| Publisher_xml | – name: American Chemical Society |
| References | ref2/cit2f ref2/cit2e ref2/cit2d ref13/cit13a ref13/cit13b ref13/cit13c ref13/cit13d ref13/cit13e ref12/cit12c ref13/cit13f ref12/cit12b ref13/cit13g ref12/cit12a ref13/cit13h ref2/cit2c ref2/cit2b ref2/cit2a ref1/cit1a ref1/cit1b ref5/cit5b ref17/cit17 ref5/cit5c ref5/cit5a ref16/cit16c ref16/cit16b ref16/cit16a ref21/cit21 ref7/cit7e ref16/cit16e ref7/cit7d ref16/cit16d ref3/cit3b ref11/cit11c ref22/cit22a ref11/cit11b ref3/cit3a ref22/cit22e ref22/cit22d ref11/cit11a ref22/cit22c ref22/cit22b ref7/cit7c ref7/cit7b ref22/cit22h ref7/cit7a ref22/cit22g ref22/cit22f ref19/cit19a ref18/cit18 ref19/cit19c ref19/cit19b ref9/cit9c ref10/cit10d ref9/cit9b ref9/cit9a ref25/cit25 ref8/cit8a ref10/cit10a ref10/cit10b ref8/cit8b ref10/cit10c ref9/cit9h ref9/cit9g ref9/cit9f ref9/cit9e ref9/cit9d Diederich F. (ref6/cit6) 2004 ref4/cit4a ref4/cit4b ref4/cit4c ref20/cit20a ref20/cit20c ref20/cit20b ref20/cit20d ref4/cit4d ref4/cit4e ref4/cit4f ref4/cit4g ref4/cit4h ref4/cit4i ref4/cit4j |
| References_xml | – ident: ref11/cit11a doi: 10.1246/bcsj.53.139 – ident: ref13/cit13h doi: 10.1002/anie.201802656 – ident: ref21/cit21 doi: 10.1126/science.1178165 – ident: ref20/cit20a doi: 10.1021/ja00234a047 – ident: ref22/cit22b doi: 10.1021/jo500507s – ident: ref16/cit16a doi: 10.1556/JFC-D-13-00009 – ident: ref20/cit20d doi: 10.1002/anie.201605463 – ident: ref20/cit20c doi: 10.1021/jacs.6b01533 – ident: ref9/cit9f doi: 10.1002/cctc.202201289 – ident: ref11/cit11b doi: 10.1016/0277-5387(95)00141-E – ident: ref4/cit4b doi: 10.1021/acscatal.5b00072 – ident: ref9/cit9g doi: 10.1016/j.trechm.2023.10.008 – ident: ref11/cit11c doi: 10.1021/acscatal.8b00856 – ident: ref9/cit9h doi: 10.1021/acs.orglett.3c01390 – ident: ref4/cit4c doi: 10.1038/s41570-017-0025 – ident: ref10/cit10a doi: 10.1073/pnas.93.21.11865 – ident: ref16/cit16c doi: 10.1021/acs.joc.8b02358 – ident: ref13/cit13b doi: 10.1016/S0040-4020(00)00344-6 – ident: ref4/cit4g doi: 10.1021/acs.accounts.0c00032 – ident: ref12/cit12c doi: 10.1021/acscatal.5b02718 – ident: ref9/cit9a doi: 10.1038/nrd.2017.232 – ident: ref10/cit10d doi: 10.1038/s41598-019-52085-w – ident: ref16/cit16b doi: 10.1002/adsc.201400243 – ident: ref25/cit25 doi: 10.1038/s41557-024-01528-7 – ident: ref13/cit13a doi: 10.1021/ja982520o – ident: ref18/cit18 doi: 10.1021/acs.jmedchem.1c01139 – ident: ref4/cit4h doi: 10.1039/C9SC06006E – ident: ref22/cit22a doi: 10.1021/ja301769r – ident: ref8/cit8a doi: 10.1126/science.aac6153 – ident: ref17/cit17 doi: 10.1016/j.trechm.2023.03.008 – ident: ref13/cit13d doi: 10.1016/j.tetlet.2005.11.013 – ident: ref7/cit7e doi: 10.1039/D2CS00494A – ident: ref1/cit1a doi: 10.1021/cr100346g – ident: ref10/cit10b doi: 10.1056/NEJMcp0803572 – ident: ref2/cit2d doi: 10.1039/c2md20347b – ident: ref5/cit5a doi: 10.1021/jm501100b – ident: ref20/cit20b doi: 10.1021/jacs.6b00250 – ident: ref22/cit22e doi: 10.1021/acs.accounts.5b00057 – ident: ref10/cit10c doi: 10.1007/s40261-018-0656-y – ident: ref3/cit3b doi: 10.1897/01-198 – ident: ref4/cit4a doi: 10.1038/nature13274 – ident: ref8/cit8b doi: 10.1021/acs.orglett.1c02101 – ident: ref1/cit1b doi: 10.1016/j.drudis.2019.10.014 – ident: ref5/cit5c doi: 10.1021/acs.jmedchem.0c01786 – volume-title: Metal-Catalyzed Cross-Coupling Reactions year: 2004 ident: ref6/cit6 contributor: fullname: Diederich F. – ident: ref19/cit19c doi: 10.1021/acsmedchemlett.3c00118 – ident: ref22/cit22g doi: 10.1021/acs.accounts.0c00291 – ident: ref22/cit22f doi: 10.1055/s-0036-1591853 – ident: ref3/cit3a doi: 10.1093/toxsci/56.1.8 – ident: ref2/cit2a doi: 10.1016/S0169-409X(96)00423-1 – ident: ref13/cit13c doi: 10.1021/ol0272693 – ident: ref4/cit4j doi: 10.1021/acs.chemrev.1c00383 – ident: ref9/cit9b doi: 10.1021/acsmedchemlett.0c00292 – ident: ref7/cit7d doi: 10.1038/s41929-023-00925-4 – ident: ref16/cit16d doi: 10.1021/acs.jmedchem.2c01646 – ident: ref22/cit22d doi: 10.1002/chem.201402302 – ident: ref22/cit22h doi: 10.1021/acs.accounts.1c00480 – ident: ref4/cit4i doi: 10.31635/ccschem.021.202101196 – ident: ref2/cit2e doi: 10.4155/fmc-2016-0095 – ident: ref12/cit12a doi: 10.1093/oso/9780198501213.003.0006 – ident: ref4/cit4e doi: 10.1021/acs.organomet.8b00720 – ident: ref19/cit19b doi: 10.1021/acsmedchemlett.0c00093 – ident: ref5/cit5b doi: 10.3390/molecules24213839 – ident: ref7/cit7a doi: 10.1021/jacs.6b00016 – ident: ref9/cit9e doi: 10.1038/s41563-021-01156-3 – ident: ref13/cit13f doi: 10.1002/chem.200901913 – ident: ref4/cit4f doi: 10.1016/j.chempr.2020.04.005 – ident: ref9/cit9c doi: 10.1016/j.drudis.2020.09.009 – ident: ref13/cit13e doi: 10.1021/ol702499h – ident: ref2/cit2f doi: 10.1021/acs.jmedchem.0c00829 – ident: ref16/cit16e doi: 10.1021/acs.orglett.2c04226 – ident: ref22/cit22c doi: 10.1002/chem.201402509 – ident: ref2/cit2c doi: 10.1021/jm200504p – ident: ref7/cit7b doi: 10.1016/j.trechm.2019.08.004 – ident: ref9/cit9d doi: 10.1016/j.trechm.2021.02.005 – ident: ref2/cit2b doi: 10.1021/jm901241e – ident: ref19/cit19a doi: 10.1021/ml500463t – ident: ref7/cit7c doi: 10.1002/anie.201901866 – ident: ref4/cit4d doi: 10.1002/ijch.201900072 – ident: ref12/cit12b doi: 10.1039/b805648j – ident: ref13/cit13g doi: 10.1021/jacs.5b04725 |
| SSID | ssj0004281 |
| Score | 2.5039766 |
| Snippet | Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp... Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C( )... Herein, we describe nickel oxidative addition complexes (Ni-OACs) of drug-like molecules as a platform to rapidly generate lead candidates with enhanced C(sp3)... |
| SourceID | proquest crossref pubmed acs |
| SourceType | Aggregation Database Index Database Publisher |
| StartPage | 21264 |
| Title | Late-Stage C(sp 2)–C(sp 3) Diversification via Nickel Oxidative Addition Complexes |
| URI | http://dx.doi.org/10.1021/jacs.4c08404 https://www.ncbi.nlm.nih.gov/pubmed/39052124 https://www.proquest.com/docview/3084772482 |
| Volume | 146 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1LS8NAEF60HvTi-1FfbEHFHiLtZl85lrSlB9FDK3gL231IsaTFtNKj_8F_6C9x8lIUCr2FzYNhZpL5vszsDEJX0hrDSZN6rskkEBTme0MKLMUKxoUzzuSzAXt98fAs2520Tc7Nkgw-SfsD6eSO6gYwEbqONogAkJBCoLD_u_-RyGYJc4XkflHg_v_uNADp5G8AWoIqs-jS3VlVrl20XeBH3MoNvofWbLyPNsNybNsBGtwDevQAQ75YHN4mU0zqXx-f2ZFfx-28DMMVf-rw-0hhcIZXO8aPi5HJuoDjljFZIRdOPxZju7DJIXrqdgZhzytGJ3gKGN3MY1wFEHV8ZqTTgaNDxpziEladA-mt0PCeaxVoEzirJNUcmLBmxPmAKIQj_hGqxJPYniCslZQu7SPIAkqFosrZBhU2MIprzqmuohpoIipcP4myrDYBVpGuFvqpoutS59E076Kx5LpaaZAI1JbmLlRsJ_Mk8uE8EAEqSRUd55b6eZIfZDuQ6ekKkpyhLQKwJCvhE-eoMnub2wu0npj5ZeZT31XAwyg |
| link.rule.ids | 315,782,786,2769,27085,27933,27934,56747,56797 |
| linkProvider | American Chemical Society |
| linkToHtml | http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1LS8NAEB58HPTi-1GfW1DQQ6BN9pVjqZaKVQ-t4C1s9yHF0hZjxaP_wX_oL3GySRQFQW9hkgzD7G7m-zKzswBH0hrDwzoNXJ1JJCgsCvoUWYoVjAtnnMnPBmx3xfWdPDvP2uQE5V4YNCJFTalP4n91F8jaBKGQ6hoSEjoL86iJZlyr0ex-bYMMZb1Eu0LyqKhz__l2Fod0-j0O_QIufZBpLf_TvBVYKtAkaeTDvwozdrQGC83yELd16HUQSwaIKO8taZ6kExKevr---avolJzlRRmu-G9HngeK4NR4sENy8zIwvic4aRjjy7pI9ukY2hebbsBt67zXbAfFQQqBQn73FDCuYoxBETPS6djRPmNOcYlS59B6KzSueq1ibWJnlaSaIy_WLHQR4gvhwmgT5kbjkd0GopWULusqyGJKhaLK2RoVNjaKa86prkAVPZEUCyFNfI47RI6RSQv_VOC4dH0yyXtq_PJctRyXBN2WZTLUyI6naRLhfaQFVIYV2MoH7FNTFPv9yHTnD5YcwkK7d9VJOhfXl7uwGCJg8cV9Yg_mnh6ndh9mUzM98NPsA_Wjy5U |
| linkToPdf | http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1ZS8QwEB48QH3xPtYzCwr6UHDbXH1cdl0URYVV8K3EHCIuu4t1xUf_g__QX-IkbRUFQXwrSRuGyUzn-5LJBGBXWmN43KCRazCJBIUl0S1FlmIF48IZZ4q7AY-74vxGto98mZxGdRYGhchxpDxs4nuvHhpXVhjwpYKwg-pDJCV0HCZxtNTzrWar-3UUMpaNCvEKyZMy1_3n1z4W6fx7LPoFYIZA05n7h4jzMFuiStIszGABxmx_EaZb1WVuS3B1hpgyQmR5Z0lrPx-S-OD99S08JQekXSRnuHL9jjzfK4Im8mB75OLl3oTa4KRpTEjvIv4X0rMvNl-G687RVes4Ki9UiBTyvKeIcZViLEqYkU6njt4y5hSX2OocSm-FRu_XKtUmdVZJqjnyY81ilyDOEC5OVmCiP-jbNSBaSel8dUGWUioUVc4eUmFTo7jmnOoa1FETWekQeRb2umPkGr611E8N9ir1Z8OitsYv79WruclQbX5HQ_XtYJRnCfYjPaAyrsFqMWmfIyVpOJdM1_8gyQ5MXbY72dnJ-ekGzMSIW0KOn9iEiafHkd2C8dyMtoOlfQDTiM4Y |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Late-Stage+C%28sp2%29-C%28sp3%29+Diversification+via+Nickel+Oxidative+Addition+Complexes&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.au=Odena%2C+Carlota&rft.au=Santiago%2C+Tom%C3%A1s+G&rft.au=Linares%2C+Mar%C3%ADa+Lourdes&rft.au=Castellanos-Blanco%2C+Nahury&rft.date=2024-08-07&rft.issn=1520-5126&rft.eissn=1520-5126&rft.volume=146&rft.issue=31&rft.spage=21264&rft_id=info:doi/10.1021%2Fjacs.4c08404&rft.externalDBID=NO_FULL_TEXT |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0002-7863&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0002-7863&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0002-7863&client=summon |