N-Heterocyclic Carbene Catalyzed 1,6-Conjugate Addition of Me3Si-CN to para-Quinone Methides and Fuchsones: Access to α-Arylated Nitriles

被引:87
作者
Goswami, Prithwish [1 ]
Singh, Gurdeep [1 ]
Anand, Ramasamy Vijaya [1 ]
机构
[1] Indian Inst Sci Educ & Res IISER, Dept Chem Sci, Sect 81, Manauli PO, Sas Nagar 140306, Punjab, India
关键词
AROMATIC-ALDEHYDES; IMIDAZOLIUM CARBOXYLATES; CONJUGATE ADDITION; EXPEDIENT ACCESS; ALKYL CHLORIDES; BOND FORMATION; EFFICIENT; CARBON; ACTIVATION; ALDOXIMES;
D O I
10.1021/acs.orglett.7b00508
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An organocatalytic approach toward a-arylated nitriles using N-heterocyclic carbene (NHC) as a catalyst is described. This protocol comprises an NHC catalyzed activation of Me3Si-CN followed by 1,6-conjugate addition of cyanide to para-quinone methides (p-QMs) and fuchsones leading to alpha-diaryl- and a-triaryl nitriles in good to excellent yields.
引用
收藏
页码:1982 / 1985
页数:4
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