Cyanoalkylation/alkynylation of allylic alcohol through intramolecular radical 1,2-alkynyl migration

被引：12
|
作者：
Jin, Shengnan [1 ]
Chen, Fan [1 ]
Qian, Pengcheng [1 ]
Cheng, Jiang [1 ]
机构：
[1] Wenzhou Univ, Coll Chem & Mat Engn, Inst New Mat & Ind Technol, Wenzhou 325035, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 11期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1039/d1ob00192b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A di-tert-butyl peroxide (DTBP)-promoted difunctionalization of alpha-aryl alpha-alkynyl allylic alcohols with alkyl nitriles was developed, affording a series of alpha-alkynyl gamma-cyano functionalized ketones in moderate yields. This procedure involved C(sp(3))-H bond cleavage of alkyl nitriles and radical 3-exo-dig cyclization. After this, radical 1,2-alkynyl migration is preferred rather than 1,2-aryl migration.
引用
收藏
页码：2416 / 2419
页数：4
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