CH Functionalization/CO Bond Cleavage of Benzyl Silyl Ethers with Ynamides for the Chemoselective Synthesis of Skeletally Diverse Compounds | Zendy

Chen Ling | Zendy; Yu Lian | Zendy; Deng Yuan | Zendy; Zheng ZhanJiang | Zendy; Xu Zheng | Zendy; Cao Jian | Zendy; Xu LiWen | Zendy

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CH Functionalization/CO Bond Cleavage of Benzyl Silyl Ethers with Ynamides for the Chemoselective Synthesis of Skeletally Diverse Compounds

Author(s) -

Chen Ling,

Yu Lian,

Deng Yuan,

Zheng ZhanJiang,

Xu Zheng,

Cao Jian,

Xu LiWen

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500936

Subject(s) - silylation , chemistry , carbocation , annulation , cycloaddition , surface modification , lewis acids and bases , cleavage (geology) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering

Described here is a practical carbocation‐initiated formal [3+2] or [4+2] cycloaddition reaction for the diversity‐oriented syntheses of 1‐amidoindenes and 2‐amido‐4 H ‐chromenes. The Lewis acid‐promoted annulation of ynamides and benzyl silyl ethers efficiently constructs 1‐amidoindenes via CH functionalization of benzyl silyl ethers. By utilization of o ‐methoxybenzyl silyl ethers, 2‐amido‐4 H ‐chromenes are also constructed via CO bond cleavage of benzyl silyl ethers.

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