Studies in sulfur heterocycles. Part 14. 1 Application of heteroatom directed ortho-metallation in functionalisation of benzo [b] thiophene derivatives

SS Mandal, SS Samanta

Index: Mandal, Sasanka Sekhar; Samanta, Subhendu Sekhar; Deb, Chaitali; De, Asish Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 16 p. 2559 - 2562

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Abstract

Heteroatom directed ortho-metallation of 2-tert-butyldimethylsilyl-4-methoxybenzo [b] thiophene and 2-tert-butyldimethylsilyl-4-carbamoyloxybenzo [b] thiophene has been followed by quenching with electrophiles. Anionic ortho-Fries rearrangement has been carried out on 4-carbamoyloxybenzo [b] thiophene. The rearranged product has been used as the starting material in the synthesis of a novel linearly fused thienoisochromene.

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