Indole‐Based π‐Extended Monophosphine Ligands for Enhanced Palladium‐Catalyzed Sonogashira Coupling

ABSTRACT A general palladium‐catalyzed Sonogashira cross‐coupling reaction of aryl and heteroaryl chlorides with aliphatic, aryl and heteroaryl alkynes is described. The Pd(dba)₂/ PCy 2 ‐Napdole‐phos catalyst system efficiently promotes the reaction, exhibiting broad substrate scope and excellent functional group tolerance. Notably, the catalyst loading can be down to 0.2 mol% Pd. The PCy 2 ‐Napdole‐phos , featuring an extended π‐system provides substantial steric bulk to facilitate the construction of C(sp 2 )—C(sp) bonds.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2026-02-04
DOI
https://doi.org/10.1002/jhet.70151
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Indole‐Based π‐Extended Monophosphine Ligands for Enhanced Palladium‐Catalyzed Sonogashira Coupling

Cheuk Long Li, H. M. CHANG, Man Ho Tse, Yu Kiu Lau et al.
Journal of Heterocyclic Chemistry
Catalytic Cross-Coupling Reactions
article

Indole‐Based π‐Extended Monophosphine Ligands for Enhanced Palladium‐Catalyzed Sonogashira Coupling

Cheuk Long Li, H. M. CHANG, Man Ho Tse, Yu Kiu Lau, Raymond Wai‐Yin Sun, Chun Pong Hui, Ho Kwan Lou, Iat In Chan, Fuk Yee Kwong, Pui Ying Choy
article en

Abstract

ABSTRACT A general palladium‐catalyzed Sonogashira cross‐coupling reaction of aryl and heteroaryl chlorides with aliphatic, aryl and heteroaryl alkynes is described. The Pd(dba)₂/ PCy 2 ‐Napdole‐phos catalyst system efficiently promotes the reaction, exhibiting broad substrate scope and excellent functional group tolerance. Notably, the catalyst loading can be down to 0.2 mol% Pd. The PCy 2 ‐Napdole‐phos , featuring an extended π‐system provides substantial steric bulk to facilitate the construction of C(sp 2 )—C(sp) bonds.

Journal of Heterocyclic Chemistry
Chinese University of Hong Kong (HK), State Key Laboratory of Synthetic Chemistry (CN), Guangzhou Electronic Technology (China) (CN)
National Natural Science Foundation of China, Innovation and Technology Commission, Chinese University of Hong Kong, Basic and Applied Basic Research Foundation of Guangdong Province
Openalex Percentile: Top 66%
Catalytic Cross-Coupling Reactions
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Indole‐Based π‐Extended Monophosphine Ligands for Enhanced Palladium‐Catalyzed Sonogashira Coupling — Cheuk Long Li, H. M. CHANG, et al. · Journal of Heterocyclic Chemistry (2026) | TGRS Research Map | TGRS