Abstract

Application of the Sonogashira reaction of N-alkynylimides with 2-iodophenol or 2-iodo- N-tosylaniline affords 2-( N-alkylimino)-benzofurans and indoles in good yield. Selective partial reduction of the latter followed by treatment with TsOH generates N-acyliminium ions, which cyclise to afford tetra- and pentacyclic lactams in good yield. The latter are reduced to the analogous cyclic amines by BH 3.

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