Re/Mg Bimetallic Tandem Catalysis for [4+2] Annulation of Benzamides and Alkynes via C-H/N-H Functionalization

被引：95

作者：

Tang, Qiuzheng ^{[2
]}

Xia, Dexin ^{[1
]}

Jin, Xiqing ^{[1
]}

Zhang, Qing ^{[1
]}

Sun, Xiao-Qiang ^{[2
]}

Wang, Congyang ^{[1
]}

机构：

[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

[2] Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 12期

关键词：

BOND ACTIVATION; OXIDATIVE CYCLOADDITION; ISOQUINOLONE SYNTHESIS; O BOND; COPPER; METAL; PALLADIUM; PHTHALIMIDES; CYCLIZATION; ARYLATION;

D O I：

10.1021/ja400020e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.

引用

页码：4628 / 4631

页数：4

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