An expedient route to tricyanovinylindoles and indolylmaleimides from o-alkynylanilines utilising DMSO as a one-carbon synthon

Chakraborty, Nikita ; Dahiya, Anjali ; Rakshit, Amitava ; Modi, Anju ; Patel, Bhisma K. (2021) An expedient route to tricyanovinylindoles and indolylmaleimides from o-alkynylanilines utilising DMSO as a one-carbon synthon Organic and Biomolecular Chemistry, 19 (31). pp. 6847-6857. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/D1OB01086G

Related URL: http://dx.doi.org/10.1039/D1OB01086G

Abstract

A Pd(II)/Cu(II) catalysed domino synthesis of tricyanovinylindoles has been achieved using DMSO as a one-carbon synthon. The reaction proceeds via the construction of 2-aryl-3-formyl indole followed by sequential addition of malononitrile and a CN resulting in two C–C, one C[double bond, length as m-dash]C and one C–N bonds in the final product. Furthermore, post-synthetic modification results in the unprecedented formation of 4-cyano-3-indolylmaleimides. Photophysical studies of selected compounds show emission in the visible range.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:124221
Deposited On:08 Nov 2021 12:22
Last Modified:08 Nov 2021 12:22

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