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

Verma, Shalini, Mishra, Pawan K. ORCID: https://orcid.org/0000-0003-1141-3487, 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:	09 Nov 2022 10:59
URI:	https://orca.cardiff.ac.uk/id/eprint/141413

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