Synthesis of ?-Ketonitriles via N-Heterocyclic-Carbene-Catalyzed Radical Coupling of Aldehydes and Azobis(isobutyronitrile)

被引:13
作者
Wang, Jiao-Mei [1 ]
Chen, Teng [1 ]
Yao, Chang-Sheng [2 ]
Zhang, Kai [2 ]
机构
[1] Xuzhou Univ Technol, Sch Mat & Chem Engn, Xuzhou 221018, Peoples R China
[2] Jiangsu Normal Univ, Sch Chemistr y & Mat Sci, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
CARBONYLATIVE ALPHA-ARYLATION; BETA-KETONITRILES; ELECTROPHILIC CYANATION; ONE-POT; ACYLATIONS; AIBN;
D O I
10.1021/acs.orglett.3c01168
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, an NHC (N-heterocyclic carbene)-catalyzed radical coupling reaction between aldehydes and azobis(isobutyronitrile) (AIBN) has been developed. This method provides an efficient and convenient approach for the synthesis of fi-ketonitriles containing a quaternary carbon center (31 examples, up to >99% yield) utilizing commercially available substrates. This protocol features broad substrate scope, good functional group tolerance, and high efficiency under metal-free and mild reaction conditions.
引用
收藏
页码:3325 / 3329
页数:5
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