Abstract

Abstractmagnified imageA number of new 4‐aryloxymethylene‐2,3,5‐trihydrothiopyrano[3,2‐b]indoles are regioselectively synthesized in 78‐84% yield by the thio‐Claisen rearrangement of 3‐(4′‐aryloxybut‐2′‐ynylthio)indoles. The endocyclic double bonded products are isolated by introducing electron withdrawing acetyl group at the indole nitrogen and also can be converted to the corresponding exocyclic isomers by deacetylation and subsequent heating.

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