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ChemInform Abstract: The Rh(II)-Catalyzed Formal N-S Bond Insertion Reaction of Aryldiazoacetates into N-Phenyl-sulfenyl Phthalimide

Authors :
Tao Xin
Zhuang Song
Chao Jin
Xiaoan Wen
Qing-Long Xu
Yizhou Wu
Hongbin Sun
Source :
ChemInform. 47
Publication Year :
2016
Publisher :
Wiley, 2016.

Abstract

The Rh(II)-catalyzed sulfur ylide [1,2]-rearrangement of carbenoids generated from aryldiazoacetates has been realized via N–S bond insertion, generating tertiary sulfides in moderate to excellent yields. This demonstrates the first use of the sulfur ylide [1,2]-rearrangement undergoing N–S bond insertion. This protocol could proceed smoothly with high regioselectivity, low catalyst loading (0.1 mol% Rh2(OAc)4), gram-scale reaction and broad substrate scope. And the product could be converted into glycine derivatives through simple procedures.

Details

ISSN :
09317597
Volume :
47
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........a8ca71f23b6505b73dd0999319bbc9e0