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A mild, nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl, aryl, heteroaryl)imides.

Authors
  • Savarin, Cecile
  • Srogl, Jiri
  • Liebeskind, Lanny S
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Nov 28, 2002
Volume
4
Issue
24
Pages
4309–4312
Identifiers
PMID: 12443085
Source
Medline
License
Unknown

Abstract

[reaction: see text] A new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thioimides in the presence of catalytic quantities of a Cu(I) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degrees C, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.

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