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

IF 2.9 3区 化学 Q2 CHEMISTRY, ORGANIC
Journal of Heterocyclic Chemistry Pub Date : 2026-04-05 Epub Date: 2026-02-04 DOI:10.1002/jhet.70151
Yu Kiu Lau, Chun Pong Hui, Cheuk Long Li, Ho Chung Chang, Man Ho Tse, Ho Kwan Lou, Iat In Chan, Raymond Wai-Yin Sun, Pui Ying Choy, Fuk Yee Kwong
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引用次数: 0

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/PCy2-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 PCy2-Napdole-phos, featuring an extended π-system provides substantial steric bulk to facilitate the construction of C(sp2)—C(sp) bonds.

Abstract Image

吲哚基π扩展单膦配体增强钯催化Sonogashira偶联
介绍了钯催化芳基和杂芳基氯化物与脂肪族、芳基和杂芳基炔的Sonogashira交叉偶联反应。Pd(dba) 2 / pcy2 - napole -phos催化剂体系能有效促进反应,具有广泛的底物范围和良好的官能团耐受性。值得注意的是,催化剂负载可降至0.2 mol% Pd。pcy2 - napole -phos具有扩展π体系,为C(sp2) -C (sp)键的形成提供了可观的空间体积。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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