Copper-Catalyzed Reagent-Controlled Regioselective Cyanoborylation of Vinylarenes

被引:24
|
作者
He, Shi-Jiang [1 ]
Wang, Bing [1 ]
Lu, Xi [1 ]
Gong, Tian-Jun [1 ]
Yang, Yi-Nuo [1 ]
Wang, Xiao-Xu [1 ]
Wang, Yan [1 ]
Xiao, Bin [1 ]
Fu, Yao [1 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Urban Pollutant Convers, Anhui Prov Key Lab Biomass Clean Energy,iChEM, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H CYANATION; BORYLATION/ORTHO-CYANATION; STEREOSELECTIVE-SYNTHESIS; COOPERATIVE CATALYSIS; BORONIC ACIDS; ALKENES; ALKYNES; ARYLBORATION; BONDS; ALLENES;
D O I
10.1021/acs.orglett.8b02155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed borylation/benzylic cyanation of vinylarenes whose regioselectivity is seemly common but scarcely achieved is reported. This unprecedented regioselectivity is realized through a structure-distinctive cyanating reagent, dimethylmalononitrile. This reaction can be applied to both pi-extended and simple vinylarenes with various diboron reagents, and it exhibits good functional group compatibility. With the ample transformations of cyano and boronate groups, this reaction provides expedient access to complex organic structures.
引用
收藏
页码:5208 / 5212
页数:5
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