New entry to benzo [b] thieno [2, 3-b]-and benzo [b] thieno-[3, 2-b]-pyridines using 2-and 3-azidobenzo [b] thiophene as the nitrogen precursors

A Degl'Innocenti, M Funicello, P Scafato…

Index: Degl'Innocenti, Alessandro; Funicello, Maria; Scafato, Patrizia; Spagnolo, Piero; Zanirato, Paolo Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 21 p. 2561 - 2563

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Abstract

N-(3-Benzo [b] thienyl)-and N-(2-benzo [b] thienyl)-imino-triphenylphosphorane—prepared from the corresponding azidobenzo [b] thiophenes—react with α, β-unsaturated aldehydes under mild conditions to give directly benzo-[b] thieno [3, 2-b]-and benzo [b] thieno [2, 3-b]- pyridines through electrocyclization (and eventual dehydrogenation) of the initial aza Wittig imine products.