Synlett
DOI: 10.1055/a-2673-4657
Account

Synthetic Strategies for Benzimidazole-Based Heterocycles via Transition Metal–Catalyzed C–H Annulation

Chung-Ming Sun
Applied Chemistry, National Yang Ming Chiao Tung University, Hsinchu, Taiwan
,
Ganesh P. Pawar
Applied Chemistry, National Yang Ming Chiao Tung University, Hsinchu, Taiwan
› Institutsangaben

Gefördert durch: National Science and Technology Council 114-2113-M-A49-004
Funding Information National Science and Technology Council (114-2113-M-A49-004).


Preview

Abstract

The N–H-benzimidazole directing group (DG)–assisted transition metal (TM)–catalyzed C(sp2)–H activation and annulation reaction emerged as a powerful strategy for the synthesis of benzimidazole-based organic compounds, natural products and late-stage functionalization. This account highlights the recent advancements made in rhodium- and palladium-catalyzed C–H activation/annulation reactions on the benzimidazole core developed over the past decades. These strategies have facilitated the formation of C–C, C–N, C–O, and C–F bonds through Rh- and Pd-catalyzed cross-coupling annulation. A diverse array of diazo, alkynes, maleimides, olefins, ylides and aryl halides were used as the coupling partners to achieve C–H annulation. This review summarizes benzimidazole-based synthetic strategies, highlighting the substrate scope, key mechanistic insights and the nature of the coupling partners.



Publikationsverlauf

Eingereicht: 15. Mai 2025

Angenommen nach Revision: 13. Juli 2025

Artikel online veröffentlicht:
15. August 2025

© 2025. Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany