A Rhodium(I)-Catalyzed Demethylation−Cyclization of o-Anisole-Substituted Ynamides in the Synthesis of Chiral 2-Amido Benzofurans

A Rh(I)-catalyzed demethylation−cyclization sequence for a direct transformation of o-anisole-substituted ynamides to benzofurans is described here. The Ag salt functions synergistically with Rh(I) for the key demethylation step.

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Bibliographic Details
Published in:Organic letters 2007-06, Vol.9 (12), p.2361-2364
Main Authors: Oppenheimer, Jossian, Johnson, Whitney L, Tracey, Michael R, Hsung, Richard P, Yao, Pei-Yuan, Liu, Renhe, Zhao, Kang
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Amides - chemistry
Anisoles - chemistry
Benzofurans - chemical synthesis
Benzofurans - chemistry
Catalysis
Crystallography, X-Ray
Cyclization
Methylation
Models, Molecular
Molecular Structure
Organometallic Compounds - chemistry
Rhodium - chemistry
Stereoisomerism
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Description
Summary:A Rh(I)-catalyzed demethylation−cyclization sequence for a direct transformation of o-anisole-substituted ynamides to benzofurans is described here. The Ag salt functions synergistically with Rh(I) for the key demethylation step.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0707362