Synlett 1993; 1993(4): 269-270
DOI: 10.1055/s-1993-22663
© 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 Facile One-Pot Synthesis of Polyfunctionalized 2-Unsubstituted Benzo[b]furans

Ilaria Candiani* , Silvia DeBernardinis, Walter Cabri, Marcello Marchi, Angelo Bedeschi, Sergio Penco
  • *Farmitalia Carlo Erba, R&D, via Giovanni XXIII, 23, I-20014 Nerviano (MI), Italy
Further Information

Publication History

Publication Date:
19 March 2002 (online)

A facile one-pot synthesis of 2-unsubstituted highly functionalized benzo[b]furans is reported. The synthesis includes the coupling of an iodophenol derivative with (trimethylsilyl)acetylene, catalyzed by a Pd(0)/Cu(I) system, and a regioselective cyclizationdeprotection step mediated by TMG (1,1,3,3-tetramethylguanidine) and SiO2. Selective reductions then afford the dihydro analogues.