Electromagnetic Mill-Promoted Palladium-Catalyzed Heck-Type Cyclization/Decarboxylative Coupling of (Z)-1-Iodo-1,6-diene with Propiolic Acids

被引：1

作者：

Wang, Hui ^{[1
]}

Chi, Xiaochen ^{[1
,2
]}

Zhang, Xianqing ^{[1
]}

Zhang, Lizhi ^{[1
]}

Liu, Qing ^{[1
]}

Zhao, Zengdian ^{[1
]}

Zhang, Daopeng ^{[1
]}

Cui, Hongyou ^{[1
]}

Liu, Hui ^{[1
]}

机构：

[1] Shandong Univ Technol, Sch Chem & Chem Engn, Zibo 255049, Peoples R China

[2] Shandong Xinhua Pharmaceut Co Ltd, Zibo 255000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 08期

基金：

中国国家自然科学基金;

关键词：

ALKYNYL CARBOXYLIC-ACIDS; MECHANOCHEMISTRY; ARYL; PERSPECTIVE; ACETYLENES; MICROWAVE; HALIDES; GREEN;

D O I：

10.1021/acs.joc.3c02689

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electromagnetic mill (EMM)-promoted solid-state cascade Heck-type cyclization/decarboxylative coupling of propiolic acid with (Z)-1-iodo-1,6-diene derivate was demonstrated. The reaction was realized via palladium catalysis, which is solvent-free and involves no additional heating. The collision between ferromagnetic rods could not only be a favor to the mixing between the solid substrates and the catalyst system, but also the thermogenic action could accelerate this transformation. More importantly, this EMM strategy realized multiple bond construction under mechanochemical conditions in one pot.

引用

页码：5320 / 5327

页数：8

共 12 条

[1] Palladium-catalyzed heck-type cascade cyclization of (Z)-1-iodo-1,6-dienes with N-tosyl hydrazones
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[2] Palladium-Catalyzed Heck/Suzuki Tandem Reaction of (Z)-1-Iodo-1,6-dienes and Organoboronic Acids
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[3] Palladium-Catalyzed Decarboxylative Heck-Type Coupling of Activated Aliphatic Carboxylic Acids Enabled by Visible Light
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[4] Pd(0)-Catalyzed Cyclizative Phosphorylation of (Z)-1-Iodo-1,6-diene: Synthesis of Alkylphosphonate and Alkylthionophosphonate
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[6] Palladium-Catalyzed Heck-type Domino Cyclization and Carboxylation to Synthesize Carboxylic Acids by Utilizing Chloroform as the Carbon Monoxide Source
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[10] A palladium-catalyzed Heck/[4+1] decarboxylative cyclization cascade to access diverse heteropolycycles by using α-bromoacrylic acids as C1 insertion units
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