Palladium-catalyzed C -glycosylation and annulation of o -alkynylanilines with 1-iodoglycals: convenient access to 3-indolyl- C -glycosides

An efficient and practical approach for the synthesis of 3-indolyl-C-Δ1,2-glycosides through a palladium-catalyzed annulation/C-glycosylation sequence of o-alkynylanilines with 1-iodoglycals has been developed. This methodology has a wide scope of substrates and gives access to 3-indolyl-C-Δ1,2-glyc...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-11, Vol.18 (43), p.8834-8838
Main Authors: Liu, Jianchao, Xiao, Xiao, Han, Puren, Zhou, Huiwen, Yin, Qi-Shuang, Sun, Jian-Song
Format: Article
Language:English
Subjects:
Chemical reactions
Glycosides
Glycosylation
Organic chemistry
Palladium
Substrates
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Summary:An efficient and practical approach for the synthesis of 3-indolyl-C-Δ1,2-glycosides through a palladium-catalyzed annulation/C-glycosylation sequence of o-alkynylanilines with 1-iodoglycals has been developed. This methodology has a wide scope of substrates and gives access to 3-indolyl-C-Δ1,2-glycosides in high yields. Furthermore, the product obtained here exhibits a high utility for further transformations.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01812k