Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes

Mingzhen Lu; Weiwei Xu; Mengchun Ye

doi:10.3390/molecules28020736

Molecules (Jan 2023)

Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes

Mingzhen Lu,
Weiwei Xu,
Mengchun Ye

Affiliations

Mingzhen Lu: State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Frontiers Science Center for New Organic Matter, Tianjin 300071, China
Weiwei Xu: State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Frontiers Science Center for New Organic Matter, Tianjin 300071, China
Mengchun Ye: State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Frontiers Science Center for New Organic Matter, Tianjin 300071, China

DOI: https://doi.org/10.3390/molecules28020736
Journal volume & issue: Vol. 28, no. 2
p. 736

Abstract

Read online

Ligands play a critical role in promoting transition-metal-catalyzed C–H activation reactions. However, owing to high sensitivity of the reactivity of C–H activation to metal catalysts, the development of effective ligands has been a formidable challenge in the field. Rh(I)-catalyzed C–H cyclization of benzimidazoles with alkenes has been faced with low reactivity, often requiring very harsh conditions. To address this challenge, a phosphine oxide-enabled Rh(I)–Al bimetallic catalyst was developed for the reaction, significantly promoting the reactivity and allowing the reaction to run at 120 °C with up to 97% yield.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

About the journal

Abstract

Keywords