Download PDF
Synlett 1991; 1991(9): 627-629
DOI: 10.1055/s-1991-20819
letter
© 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.

A Brief and Mild Method for the Generation of Benzofuran-2,3-xylylene in Solution

Simon B. Bedford* , Michael J. Begley, Philip Cornwall, David W. Knight
  • *Chemistry Department, University Park, Nottingham, NG7 2RD, England
Further Information

Publication History

Publication Date:
07 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Benzofuran-2,3-xylylene 3b (2,3-dimethylene-2,3-dihydrobenzofuran) can be generated at -4 °C in acetonitrile by treatment of 2-acetoxymethyl-3-triisopropylsilylmethylbenzofuran (7b), available from 3-methylbenzofuran-2-carboxylic acid dianion (5) in two steps, with tetrabutylammonium fluoride. Trapping the xylylene 3b in situ using reactive Diels-Alder dienophiles gives high yields of the adducts 8 (2-substituted or 2,3-disubstituted 1,2,3,4-tetrahydrodibenzofurans).

      >