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Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds

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Abstract

A novel approach for the formation of bisindolylmethane derivatives (BIMs) is described as a proof of concept to evaluate the catalytic capacity of iodoalkynes. The use of these derivatives is reported as an example of simple halogen bond-based organocatalyst. This kind of activation has not been used before for the synthesis of bisindolylmethane derivatives 3. Interestingly, the preparation of 3-(1H-indol-3-yl)-1-phenylbutan-1-one (8) has been also achieved for the first time with an iodoalkyne derivative. We prove the efficiency of this family of new catalysts by developing a simple and easy operational methodology, opening the door to the development of alternative catalysts in the area of halogen bond-based organocatalysts.

Graphical abstract: Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds

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Article information


Submitted
18 Dec 2019
Accepted
03 Jan 2020
First published
14 Jan 2020

This article is Open Access

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds

J. V. Alegre-Requena, A. Valero-Tena, I. G. Sonsona, S. Uriel and R. P. Herrera, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02688F

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