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TfOH-promoted synthesis of indoles and benzofurans involving cyclative transposition of vinyl ketone

Chemical Communications, ISSN: 1364-548X, Vol: 58, Issue: 70, Page: 9778-9781
2022
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Article Description

A metal-free approach to construct indole rings from vinylogous amides derived from o-alkynylanilines involving a cyclization, retro-aza-Michael reaction and amine trapping cascade is reported here. This atom-economical transformation has been extended to synthesize benzofuran derivatives using analogous vinylogous esters derived from o-alkynylphenols. The excellent stereochemical outcome of the double bond geometry in the products makes it attractive.

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