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Transition-metal-free access to pyridocarbazoles from 2-alkynylindole-3-carbaldehydes via azomethine ylide

Verma, Shalini, Mishra, Pawan K., Kumar, Manoj, Sur, Souvik and Verma, A.K. 2018. Transition-metal-free access to pyridocarbazoles from 2-alkynylindole-3-carbaldehydes via azomethine ylide. Journal of Organic Chemistry 83 (12) , pp. 6650-6663. 10.1021/acs.joc.8b00980

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Abstract

An efficient approach for the synthesis of functionalized tetrahydro-pyrido/quinolinocarbazoles from 2-alkynylindole-3-carbaldehydes and l-proline utilizing a metal-free decarboxylative cyclization, ring expansion, and ring contraction strategy via the generation of azomethine ylide was developed. The reaction of 2-alkynylindole-3-carbaldehydes with l-thioproline leads to the formation of γ-carbolines. By virtue of this expedient method, a diverse range of biologically active heteroannulated carbazoles can be synthesized efficiently.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: American Chemical Society
ISSN: 0022-3263
Last Modified: 25 May 2021 11:28
URI: http://orca.cardiff.ac.uk/id/eprint/141413

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