Issue 48, 2024

Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

Abstract

A photo-promoted oxidative cyclization, that is, the Mallory reaction of 2,3-diarylbenzophopholes has been developed. With the assistance of Bi(OTf)3 Lewis acid, the reaction proceeds smoothly under visible light irradiation even without any external oxidants. The newly developed dehydrogenative conditions are compatible with various functional groups and substitution patterns, which enables the streamlined synthesis of highly condensed dibenzophosphole derivatives of potent interest in material chemistry. Moreover, experimental and computational studies unveil the detailed reaction mechanism. The preliminary optoelectronic properties of some newly synthesized compounds are also demonstrated.

Graphical abstract: Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

Supplementary files

Article information

Article type
Edge Article
Submitted
23 Aug 2024
Accepted
13 Nov 2024
First published
14 Nov 2024
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2024,15, 20413-20420

Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

I. Kamiyoshi, Y. Kojima, S. Xu, K. Yasui, Y. Nishii and K. Hirano, Chem. Sci., 2024, 15, 20413 DOI: 10.1039/D4SC05657D

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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