Palladium-catalyzed cross-coupling of α-diazocarbonyl compounds with arylboronic acids

被引:163
作者
Peng, Cheng [1 ]
Wang, Yan [1 ]
Wang, Jianbo [1 ]
机构
[1] Peking Univ, Coll Chem, Minist Educ, Key Lab Bioorgan Chem & Mol Engn,BNLMS, Beijing 100871, Peoples R China
关键词
D O I
10.1021/ja0782293
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pd(pph(3))(4)-catalyzed reaction between alpha-diazocarbonyl compounds and arylboronic acids leads to the formation of cross-coupling products in good yields.
引用
收藏
页码:1566 / +
页数:3
相关论文
共 30 条
[1]   Aryl palladium carbene complexes and carbene-aryl coupling reactions [J].
Albéniz, AC ;
Espinet, P ;
Manrique, R ;
Pérez-Mateo, A .
CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (05) :1565-1573
[2]   TRANSITION-METAL-CATALYZED REACTIONS OF DIAZO-COMPOUNDS .1. CYCLOPROPANATION OF DOUBLE-BONDS [J].
ANCIAUX, AJ ;
HUBERT, AJ ;
NOELS, AF ;
PETINIOT, N ;
TEYSSIE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (04) :695-702
[3]   N-tosylhydrazones as reagents for cross-coupling reactions:: A route to polysubstituted olefins [J].
Barluenga, José ;
Moriel, Patricia ;
Valdes, Carlos ;
Aznar, Fernando .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) :5587-5590
[4]   The first PdII complex of a non-heteroatom stabilised carbene ligand [J].
Bröring, M ;
Brandt, CD ;
Stellwag, S .
CHEMICAL COMMUNICATIONS, 2003, (18) :2344-2345
[5]   Migratory insertion in N-heterocyclic carbene complexes of palladium; an experimental and DFT study [J].
Danopoulos, AA ;
Tsoureas, N ;
Green, JC ;
Hursthouse, MB .
CHEMICAL COMMUNICATIONS, 2003, (06) :756-757
[6]   Cyclopropanation with diazomethane and bis(oxazoline)palladium(II) complexes [J].
Denmark, SE ;
Stavenger, RA ;
Faucher, AM ;
Edwards, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) :3375-3389
[7]   Palladium-catalyzed carbene insertion into vinyl halides and trapping with amines [J].
Devine, Sean K. J. ;
Van Vranken, David L. .
ORGANIC LETTERS, 2007, 9 (10) :2047-2049
[8]  
Doyle M. P., 1998, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides
[9]   Mizoroki-heck type reaction of organoboron reagents with alkenes and alkynes.: A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant [J].
Du, XL ;
Suguro, M ;
Hirabayashi, K ;
Mori, A ;
Nishikata, T ;
Hagiwara, N ;
Kawata, K ;
Okeda, T ;
Wang, HF ;
Fugami, K ;
Kosugi, M .
ORGANIC LETTERS, 2001, 3 (21) :3313-3316
[10]   Open-air oxidative Heck reactions at room temperature [J].
Enquist, PA ;
Lindh, J ;
Nilsson, P ;
Larhed, M .
GREEN CHEMISTRY, 2006, 8 (04) :338-343