Palladium-Catalyzed C-C Bond Activation/Suzuki Reaction of Methylenecyclobutanes

被引：10

作者：

Chen, Xiao-Bing ^{[1
,2
]}

Li, Li ^{[1
,2
]}

Yang, Wan-Chun ^{[1
,2
]}

Song, Kun-Long ^{[1
,2
]}

Wu, Bin ^{[1
,2
]}

Gan, Wan-Er ^{[1
,2
]}

Cao, Jian ^{[1
,2
]}

Xu, Li-Wen ^{[1
,2
,3
,4
]}

机构：

[1] Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, 2318 Yuhangtong Rd, Hangzhou 311121, Zhejiang, Peoples R China

[2] Hangzhou Normal Univ, Key Lab Organosilicon Mat Technol Zhejiang Prov, 2318 Yuhangtong Rd, Hangzhou 311121, Zhejiang, Peoples R China

[3] Chinese Acad Sci, Suzhou Res Inst, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China

[4] Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Gansu, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2021年 / 39卷 / 06期

基金：

中国国家自然科学基金;

关键词：

C— C activation; Palladium; C coupling; Ring‐ opening; Methylenecyclobutanes;

D O I：

10.1002/cjoc.202000700

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Main observation and conclusion Transition-metal catalyzed C-C bond activation is a formidable challenge owing to the high bond energy. We report here a novel palladium-catalyzed C-C bond activation manner of methylenecyclobutanes followed by subsequent Suzuki cross-coupling reaction affording multisubstituted indanes. The tandem reaction process involves intramolecular carbopalladation of double bond, beta-carbon elimination and intermolecular trapping of the transient sigma-alkylpalladium complex with boronic acids. A new TADDOL-derived phosphoramidite ligand bearing fluorine and silicon-based bulky groups is found to be efficient for C-C bond activation of methylenecyclobutanes.

引用

页码：1611 / 1615

页数：5

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