Unveiling the Use of 1,1-Bis(triflyl)ethylene as CF 3 SO 2 CH═CH 2 Source with the Assistance of ( n -Bu) 4 NF: Synthesis of 3-[(Trifluoromethyl)sulfonyl]cyclobut-1-enes

Unveiling the Use of 1,1-Bis(triflyl)ethylene as CF 3 SO 2 CH═CH 2 Source with the Assistance of ( n -Bu) 4 NF: Synthesis of 3-[(Trifluoromethyl)sulfonyl]cyclobut-1-enes

Allylic sulfone-embedded cyclobutenes have been prepared in one pot from alkynes. The carbocycle and the alkenyl sulfone moieties were installed through consecutive bis(triflyl)cyclobutenylation of a triple bond and tetra- -butylammonium fluoride (TBAF)-assisted hydrodesulfonylation of an allylic bi...

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Bibliographic Details
Published in:Organic letters Vol. 26; no. 21; pp. 4560 - 4565
Main Authors: Petcu, A Sonia, Lázaro-Milla, Carlos, Alonso, José M, Almendros, Pedro
Format: Journal Article
Language:English
Published: United States 31-05-2024
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Summary:Allylic sulfone-embedded cyclobutenes have been prepared in one pot from alkynes. The carbocycle and the alkenyl sulfone moieties were installed through consecutive bis(triflyl)cyclobutenylation of a triple bond and tetra- -butylammonium fluoride (TBAF)-assisted hydrodesulfonylation of an allylic bis(sulfone). It is noteworthy that 1,1-bis(triflyl)ethylene acts as a CF SO CH═CH source for the first time.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c01514