Rhodium-catalyzed coupling reaction of 2-vinylpyridines with 1,5-hexadiene: effects of phosphine ligands

被引:20
作者
Lim, YG [1 ]
Kang, JB [1 ]
Koo, BT [1 ]
机构
[1] Agcy Def Dev, Adv Tech Res Ctr 6 6 1, Taejon 305600, South Korea
关键词
coupling reaction; C-H bond activation; rhodium catalyst;
D O I
10.1016/S0040-4039(99)01550-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The coupling reaction of 2-isopropenylpyridine with 1,5-hexadiene via C-H bond activation gave different products depending on the ligands: triphenylphosphine as a ligand led to the cyclized products and trimethylphosphite to the Markovnikov addition product. (C) 1999 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:7691 / 7694
页数:4
相关论文
共 25 条
[1]   Ru3(CO)12- and Rh4(CO)12-catalyzed reactions of pyridylolefins or N-(2-pyridyl)enamines with CO and olefins.: Carbonylation at olefinic C-H bonds [J].
Chatani, N ;
Ishii, Y ;
Ie, Y ;
Kakiuchi, F ;
Murai, S .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (15) :5129-5136
[2]   Transition metal-catalyzed intramolecular C-H/olefin coupling [J].
Fujii, N ;
Kakiuchi, F ;
Chatani, N ;
Murai, S .
CHEMISTRY LETTERS, 1996, (11) :939-940
[3]   Transition metal-catalyzed intramolecular cyclization of 1,5- and 1,6-dienes via direct cleavage and addition of the carbon-hydrogen bond [J].
Fujii, N ;
Kakiuchi, F ;
Yamada, A ;
Chatani, N ;
Murai, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (01) :285-298
[4]   Asymmetric intramolecular C-H/olefin coupling: Asymmetric cyclization reactions of 1,5-dienes catalyzed by rhodium complexes [J].
Fujii, N ;
Kakiuchi, F ;
Yamada, A ;
Chatani, N ;
Murai, S .
CHEMISTRY LETTERS, 1997, (05) :425-426
[5]   Ru3(CO)12-catalyzed site-selective carbonylation reactions at a C-H bond in aza-heterocycles [J].
Fukuyama, T ;
Chatani, N ;
Tatsumi, J ;
Kakiuchi, F ;
Murai, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (44) :11522-11523
[6]   Transition metal catalysed alkylation of pyridines and indoles [J].
Grigg, R ;
Savic, V .
TETRAHEDRON LETTERS, 1997, 38 (32) :5737-5740
[7]   Exchange couplings between a hydride and a stretched dihydrogen ligand in ruthenium complexes [J].
Guari, Y ;
Sabo-Etienne, S ;
Chaudret, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (17) :4228-4229
[8]   Ruthenium-catalysed ortho alkylation of hydroxyacetophenones; The functionalisation of ring C aromatic diterpenoids [J].
Harris, PWR ;
Woodgate, PD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 530 (1-2) :211-223
[9]   Chelation-assisted alkylation of benzylamine derivatives by Ru0 catalyst [J].
Jun, CH ;
Hwang, DC ;
Na, SJ .
CHEMICAL COMMUNICATIONS, 1998, (13) :1405-1406
[10]   CATALYTIC ADDITION OF OLEFINIC C-H BONDS TO OLEFINS [J].
KAKIUCHI, F ;
TANAKA, Y ;
SATO, T ;
CHATANI, N ;
MURAI, S .
CHEMISTRY LETTERS, 1995, (08) :679-680