Cu(I)-Catalyzed Oxidative Cyclization of Enynamides: Regioselective Access to Cyclopentadiene Frameworks and 2‑Aminofurans

An efficient Cu­(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2) cycloaddition. Employing aryl-tethered enyn...

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Bibliographic Details
Published in:Organic letters 2020-09, Vol.22 (17), p.6799-6804
Main Authors: Shen, Wen-Bo, Tang, Xiang-Ting, Zhang, Ting-Ting, Liu, Si-Yu, He, Jiang-Man, Su, Tong-Fu
Format: Article
Language:English
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Summary:An efficient Cu­(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2) cycloaddition. Employing aryl-tethered enynamides as starting materials, substituted 2-aminofurans can be exclusively formed.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02317