Bis(imidazoline-2-thione)-copper(I) catalyzed regioselective boron addition to internal alkynes

被引:142
作者
Kim, Hye Ryung
Jung, Il Gu
Yoo, Kihyun
Jang, Kwonho
Lee, Eun Sun
Yun, Jaesook [1 ]
Son, Seung Uk
机构
[1] Sungkyunkwan Univ, Dept Chem, Suwon 440746, South Korea
关键词
ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; N-HETEROCYCLIC CARBENES; COPPER; HYDROBORATION; REAGENTS; ARYL; COMPLEXES; HALIDES; ESTERS;
D O I
10.1039/b919515g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New catalytic systems based on a bis(1,3-disubstituted imidazoline 2-thione)-copper complex have been developed for the highly regioselective boration of internal alkynes.
引用
收藏
页码:758 / 760
页数:3
相关论文
共 30 条
[1]   An improved cu-based catalyst system for the reactions of alcohols with aryl halides [J].
Altman, Ryan A. ;
Shafir, Alexandr ;
Choi, Alice ;
Lichtor, Phillip A. ;
Buchwald, Stephen L. .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (01) :284-286
[2]  
Benac B.L., 1986, ORG SYNTH, V64, P92
[3]   [(NHC)2Cu]X Complexes as Efficient Catalysts for Azide-Alkyne Click Chemistry at Low Catalyst Loadings [J].
Diez-Gonzalez, Silvia ;
Nolan, Steven P. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (46) :8881-8884
[4]   A [(NHC)CuCl] complex as a latent Click catalyst [J].
Diez-Gonzalez, Silvia ;
Stevens, Edwin D. ;
Nolan, Steven P. .
CHEMICAL COMMUNICATIONS, 2008, (39) :4747-4749
[5]   Copper-catalyzed C-P bond construction via direct coupling of secondary phosphines and phosphites with aryl and vinyl halides [J].
Gelman, D ;
Jiang, L ;
Buchwald, SL .
ORGANIC LETTERS, 2003, 5 (13) :2315-2318
[6]   Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst [J].
Han, JW ;
Hayashi, T .
TETRAHEDRON-ASYMMETRY, 2002, 13 (03) :325-331
[7]   True metal-catalyzed hydroboration with titanium [J].
He, XM ;
Hartwig, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (07) :1696-1702
[8]  
Herrmann WA, 2002, ANGEW CHEM INT EDIT, V41, P1290, DOI 10.1002/1521-3773(20020415)41:8<1290::AID-ANIE1290>3.0.CO
[9]  
2-Y
[10]   Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s [J].
Iwadate, Noriyuki ;
Suginome, Michinori .
ORGANIC LETTERS, 2009, 11 (09) :1899-1902