Nickel-catalyzed coupling of arynes, alkenes, and boronic acids: Dual role of the boronic acid

被引：77
作者：
Jayanth, Thiruvellore Thatai [1 ]
Cheng, Chien-Hong [1 ]
机构：
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 31期
关键词：
arynes; boronic acids; enones; multicomponent reactions; nickel;
D O I：
10.1002/anie.200701063
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Taking on a second job: Nickel catalyzes the three-component coupling of arynes, alkenes, and boronic acids in very high yields under mild conditions. The boronic acid also acts as the proton source in this reaction. cod = 1,5-cyclooctadiene. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：5921 / 5924
页数：4
相关论文
共 48 条
[41]  
Sato Y., 2004, ANGEW CHEM, V116, P2490
[42]   Nickel-catalyzed tandem carbostannylation of alkynes and 1,2-dienes with alkynylstannanes [J].
Shirakawa, E ;
Yamamoto, Y ;
Nakao, Y ;
Oda, S ;
Tsuchimoto, T ;
Hiyama, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (26) :3448-3451
[43]   Nickel-catalyzed couplings and cyclizations involving allenes, aldehydes, and organozincs [J].
Song, M ;
Montgomery, J .
TETRAHEDRON, 2005, 61 (48) :11440-11448
[44]   Ruthenium-catalyzed addition of carbon-hydrogen bonds in aromatic ketones to olefins. The effect of various substituents at the aromatic ring [J].
Sonoda, M ;
Kakiuchi, F ;
Chatani, N ;
Murai, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1997, 70 (12) :3117-3128
[45]   RHODIUM COMPLEX-CATALYZED DESILYLATIVE CYCLOCARBONYLATION OF 1-ARYL-2-(TRIMETHYLSILYL)ACETYLENES - A NEW ROUTE TO 2,3-DIHYDRO-1H-INDEN-1-ONES [J].
TAKEUCHI, R ;
YASUE, H .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5386-5392
[46]   Nickel-catalyzed enantioselective three-component coupling of bis-1,3-dienes, aldehydes, and dimethylzinc [J].
Takimoto, M ;
Kajima, Y ;
Sato, Y ;
Mori, M .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (21) :8605-8608
[47]   The direct acyl-alkylation of arynes [J].
Tambar, UK ;
Stoltz, BM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (15) :5340-5341
[48]   A convergent and enantioselective synthesis of (+)-amurensinine via selective C-H and C-C bond insertion reactions [J].
Tambar, Uttam K. ;
Ebner, David C. ;
Stoltz, Brian M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (36) :11752-11753
12345