Synthesis of an Alkylidene 2-Oxazolidinone via Gold-Catalyzed Cyclization of a N-Boc-Allenylaniline

N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the N-Moc-allenylaniline affords dihydroquinolines. Supplemental materials are available for this article. Go to the publisher's online editi...

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Published in:Synthetic communications Vol. 43; no. 5; pp. 768 - 773
Main Authors: De Sousa Fonseca, Flavia C., Araujo, Flavia M., Nagem, Tanus J., de Oliveira, Tânia T., Roque D. Correia, Carlos, Taylor, Jason G.
Format: Journal Article
Language:English
Published: Philadelphia Taylor & Francis Group 01-01-2013
Taylor & Francis Ltd
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Abstract N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the N-Moc-allenylaniline affords dihydroquinolines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.
AbstractList N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the N-Moc-allenylaniline affords dihydroquinolines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. [PUBLICATION ABSTRACT]
N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the N-Moc-allenylaniline affords dihydroquinolines. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.
Author de Oliveira, Tânia T.
Araujo, Flavia M.
Taylor, Jason G.
Nagem, Tanus J.
De Sousa Fonseca, Flavia C.
Roque D. Correia, Carlos
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  givenname: Tânia T.
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  organization: Departamento de Química , ICEB, Universidade Federal de Ouro Preto
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crossref_primary_10_1002_hlca_201300313
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crossref_primary_10_1007_s13738_018_1542_5
Cites_doi 10.1039/b615629k
10.3762/bjoc.7.97
10.1021/jo060520y
10.1021/jo902032p
10.1081/SCC-100106036
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Snippet N-Boc-allenylaniline undergoes cyclization in the presence of a catalytic amount of a cationic gold complex to exclusively form 2-oxazolidinones, whereas the...
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SubjectTerms 2-oxazolidinones
Allenes
catalyst
dihydroquinolines
gold
hydroarylation
Title Synthesis of an Alkylidene 2-Oxazolidinone via Gold-Catalyzed Cyclization of a N-Boc-Allenylaniline
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