A One-Pot O-Sulfinative Passerini/Oxidation Reaction: Synthesis of alpha-(Sulfonyloxy)amide Derivatives

作者:Soeta Takahiro*; Matsuzaki Syunsuke; Ukaji Yutaka
来源:Journal of Organic Chemistry, 2015, 80(7): 3688-3694.
DOI:10.1021/acs.joc.5b00131

摘要

We have developed a one-pot O-sulfinative Passerini/oxidation reaction, in which a combination of an aldehyde, an isocyanide, and a sulfinic acid react, followed by the addition of mCPBA as an oxidant to give the corresponding alpha-(sulfonyloxy)amides in high yields. This reaction is the first reported demonstration of an isocyanide-based multicomponent reaction using a sulfinic acid in place of a carboxylic acid. A wide range of aldehydes and isocyanides are applicable to this reaction.

  • 出版日期2015-4-3