Direct C-H Cyanoalkylation of Quinoxalin-2(1H)-ones via Radical C-C Bond Cleavage

被引：219
作者：
Yang, Lin
Gao, Pin
Duan, Xin-Hua
Gu, Yu-Rui
Guo, Li-Na [1 ]
机构：
[1] Xi An Jiao Tong Univ, Sch Sci, Dept Chem, Xian 710049, Shaanxi, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 04期
基金：
中国国家自然科学基金;
关键词：
CYCLOBUTANONE O-BENZOYLOXIMES; QUINOXALINONE DERIVATIVES; UNACTIVATED ALKENES; EFFICIENT SYNTHESIS; ALLYLIC ALCOHOLS; ALKYL NITRILES; RING-CLEAVAGE; ARYLATION; CASCADE; ALKYLNITRILES;
D O I：
10.1021/acs.orglett.7b03984
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthesis of cyanoalkylated heteroarenes via iron-catalyzed direct C-H cyanoalkylation of heteroarenes has been developed. Structurally diverse cyanoalkyl motifs generated through C-C bond cleavage of cyclobutanone oxime esters have been introduced into quinoxalin-2(1H)-ones, flavone, benzothiazoles, and caffeine in good to excellent yields. Remarkably, less-strained cyclopentanone and unstrained cyclohexanone oxime esters were also amenable substrates in this cyanoalkylation reaction.
引用
收藏
页码：1034 / 1037
页数：4
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