Copper-Catalyzed Intermolecular Aminocyanation and Diamination of Alkenes

被引：270
作者：
Zhang, Hongwei [1 ]
Pu, Weiya [1 ]
Xiong, Tao [1 ]
Li, Yan [1 ]
Zhou, Xue [1 ]
Sun, Kai [1 ]
Liu, Qun [1 ]
Zhang, Qian [1 ]
机构：
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 09期
关键词：
alkenes; amination; copper; radical reactions; synthetic methods; COPPER(I)-CATALYZED INTRAMOLECULAR ADDITION; BETA-AMINO ACIDS; DOUBLE-BONDS; TRANSFER HYDROAMINATION; AMIDYL RADICALS; N-CHLOROAMINES; DIFUNCTIONALIZATION; CYCLIZATIONS; AMINATION; REGIOSELECTIVITY;
D O I：
10.1002/anie.201209142
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
′N′ front and center: The facile construction of C-N bonds by the generation of nitrogen-centred radicals from N-fluorobenzenesulfonimide results in the aminative difuctionalization of alkenes. The first copper-catalyzed intermolecular aminocyanation of alkenes and diamination of styrenes were realized. Si-F and B-F interactions play a significant role in the reaction. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：2529 / 2533
页数：5
相关论文
共 78 条
[1]  
Alsfassi ZB, 1998, N CTR RADICALS
[2]  
[Anonymous], 2012, ANGEW CHE, DOI DOI 10.1002/ANGE.201107427
[3]  
[Anonymous], 2012, ANGEW CHE
[4]  
[Anonymous], ANGEW CHEM
[5]  
[Anonymous], ANGEW CHEM
[6]  
[Anonymous], 2010, ANGEW CHEM INT EDIT, DOI DOI 10.1002/ANGE.201003499
[7]   A stable aminyl radical metal complex [J].
Büttner, T ;
Geier, J ;
Frison, G ;
Harmer, J ;
Calle, C ;
Schweiger, A ;
Schönberg, H ;
Grützmacher, H .
SCIENCE, 2005, 307 (5707) :235-238
[8]   Asymmetric synthesis of beta-amino acids and alpha-substituted beta-amino acids [J].
Cardillo, G ;
Tomasini, C .
CHEMICAL SOCIETY REVIEWS, 1996, 25 (02) :117-&
[9]  
Cardona F, 2009, NAT CHEM, V1, P269, DOI [10.1038/nchem.256, 10.1038/NCHEM.256]
[10]   ME3SICN .6. PALLADIUM-CATALYZED AND NICKEL-CATALYZED REACTION OF TRIMETHYLSILYL CYANIDE WITH ACETYLENES - ADDITION OF TRIMETHYLSILYL CYANIDE TO THE CARBON CARBON TRIPLE BONDS [J].
CHATANI, N ;
TAKEYASU, T ;
HORIUCHI, N ;
HANAFUSA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3539-3548
12345678