A Facile One-Pot Synthesis of Polyfunctionalized 2-Unsubstituted Benzo[b]furans
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.