A FACILE ONE-POT SYNTHESIS OF POLYFUNCTIONALIZED 2-UNSUBSTITUTED BENZO[B]FURANS

Authors
CANDIANI I DEBERNARDINIS S CABRI W MARCHI M BEDESCHI A PENCO S
Citation
I. Candiani et al., A FACILE ONE-POT SYNTHESIS OF POLYFUNCTIONALIZED 2-UNSUBSTITUTED BENZO[B]FURANS, Synlett, (4), 1993, pp. 269-270
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1993
Pages
269 - 270
Database
ISI
SICI code
0936-5214(1993):4<269:AFOSOP>2.0.ZU;2-M
Abstract
A facile one-pot synthesis of 2-unsubstituted highly functionalized be nzo[b]furans is reported. The synthesis includes the coupling of an io dophenol derivative with (trimethylsilyl)acetylene, catalyzed by a Pd( 0)/Cu(I) system, and a regioselective cyclization-deprotection step me diated by TMG (1,1,3,3-tetramethylguanidine) and SiO2. Selective reduc tions then afford the dihydro analogues.