Issue 8, 2020

Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds

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

Supplementary files

Article information

Article type
Paper
Submitted
18 Dec 2019
Accepted
03 Jan 2020
First published
14 Jan 2020
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2020,18, 1594-1601

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, 18, 1594 DOI: 10.1039/C9OB02688F

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements