Iodine-induced reaction cascades for the rapid construction of variously substituted benzothiophenes.
[reaction: see text] Readily accessible propynols with a 2-thioxyphenyl substituent selectively undergo 5-exo-iodocyclization followed by tandem rearrangement and elimination or substitution processes to give selective access to either 2-acyl- or 2-(1-iodoalkeny)-benzo[b]thiophene systems.
Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University, 381 Royal Pde, Parkville, Victoria 3052, Australia.
Karl O
KO
Hessian
Bernard L
BL
Flynn