Nickel-Catalyzed Negishi Coupling of Cyclobutanone Oxime Esters with Aryl Zinc Reagents

被引：9

作者：

Shuai, Bin ^{[1
]}

Li, Zhao-Ming ^{[1
]}

Qiu, Hui ^{[1
]}

Fang, Ping ^{[1
]}

Mei, Tian-Sheng ^{[1
]}

机构：

[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem,Ctr Excellence Mol S, Shanghai 200032, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 40卷 / 03期

基金：

中国国家自然科学基金;

关键词：

Negishi coupling; nickel; cyclobutanone oxime esters; aryl zinc reagents; CROSS-COUPLINGS; ALKYL-HALIDES; GRIGNARD-REAGENTS; RADICAL REACTIONS; RING-CLEAVAGE; BOND-CLEAVAGE; ACCESS; ALKENES;

D O I：

10.6023/cjoc201911016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed Negishi coupling of cyclobutanone oxime esters with aryl zinc reagents has been developed, in which nickel serves both as an initiator for imine radicals and a catalyst for the coupling of aryl zinc reagents with oxime esters. The protocol can avoid the use of poisonous cyanide and has broad substrate scope as well as good functional group compatibility. Therefore, this method provides an attractive strategy for the synthesis of valuable nitriles. Preliminary mechanistic studies indicate that a radical pathway is involved in the product formation.

引用

页码：651 / 662

页数：12

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