Carbonylative N-Heterocyclization via Nitrogen-Directed C-C Bond Activation of Nonactivated Cyclopropanes

被引：11

作者：

Calow, Adam D. J. ^{[1
]}

Dailler, David ^{[2
]}

Bower, John F. ^{[2
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2022年 / 144卷 / 25期

基金：

欧盟地平线“2020”; 欧洲研究理事会;

关键词：

INTRAMOLECULAR 3+2+2 CYCLOADDITIONS; AMINO-SUBSTITUTED CYCLOPROPANES; MODULAR ACCESS; CLEAVAGE; FUNCTIONALIZATION; ALKYLIDENECYCLOPROPANES; CARBOCYCLIZATION; TRANSFORMATIONS; INSERTION; ALKYNES;

D O I：

10.1021/jacs.2c02921

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Under Rh-catalyzed conditions, secondary amines and anilines function as directing groups to facilitate regioselective C-C bond activation of nonactivated cydopropanes. The resulting amino-stabilized rhodacydes undergo carbonylative C-N bond formation en route to challenging seven- and eight-membered lactams. The processes represent rare examples where C-C bond oxidative addition of nonactivated cyclopropanes is exploited in reaction design.

引用

页码：11069 / 11074

页数：6

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