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Synthesis of Difluoromethyl‐Containing α‐Acyloxycarboxamide Derivatives through a Passerini Reaction and Desulfonylation
Author(s) -
Wu Jingjing,
Zhao Wenwen,
Cao Song
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201101518
Subject(s) - chemistry , isocyanide , organic chemistry , medicinal chemistry
A series of difluoromethyl‐containing α‐acyloxycarboxamide derivatives were synthesized through a Passerini reaction of acids, aldehydes, and phenylsulfanyl‐protected difluorinated isocyanide followed by meta ‐chloroperoxybenzoic acid mediated oxidation and the removal of the phenylsulfonyl protecting group. The unexpected formation of deacylation products from the reaction between the Passerini products and Bu 3 SnH/azobis(isobutyronitrile) was also reported.