Download PDF
Synthesis 1993; 1993(11): 1109-1112
DOI: 10.1055/s-1993-26011
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Phenylthiomethyl Substitution Furans by Lewis Acid Catalysed Substitution

Nicholas Greeves* , Julie S. Torode
  • *Robert Robinson Laboratories, Department of Chemistry, University of Liverpool, P.O. Box 147, Liverpool, L69 3BX, England
Further Information

Publication History

Publication Date:
29 April 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Two routes to the differentially functionalised trisubstituted furan methyl 4-methyl-2-[(phenylthio)methyl]-3-furoate are presented. One is a direct palladium catalysed annulation which proceeds smoothly in the presence of a thioether and the other depends on a highly chemoselective displacement of a methoxy group by phenylthiotrimethylsilane. The scope and mechanism of the latter transformation was probed with simple model systems.