Ss. Mandal et al., STUDIES IN SULFUR HETEROCYCLES - PART 14 - APPLICATION OF HETEROATOM DIRECTED ORTHO-METALATION IN FUNCTIONALIZATION OF BENZO[B]THIOPHENE DERIVATIVES, Journal of the Chemical Society. Perkin transactions. I (Print), (16), 1998, pp. 2559-2562
Heteroatom directed ortho-metallation of tert-butyldimethylsilyl-4-met
hoxybenzo[b]thiophene and butyldimethylsilyl-4-carbamoyloxybenzo[b]thi
ophene has been followed by quenching with electrophiles. Anionic orth
o-Fries rearrangement has been carried out on 4-carbamoyloxybenzo[b]th
iophene, The rearranged product has been used as the starting material
in the synthesis of a novel linearly fused thienoisochromene.