Boron trifluoride induced palladium-catalyzed cross-coupling reaction of 1-aryltriazenes with areneboronic acids

被引:133
作者
Saeki, T [1 ]
Son, EC [1 ]
Tamao, K [1 ]
机构
[1] Kyoto Univ, Inst Chem Res, Int Res Ctr Elements Sci, Uji, Kyoto 6110011, Japan
关键词
D O I
10.1021/ol036436b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aryltriazenes are directly coupled with areneboronic acids in the presence of a catalytic amount of Pd-2(dba)(3) and P(tBu)(3) together with 1 equiv of BF3.OEt2 in DME to afford the corresponding biaryl products in up to 98% yield. A carbonylative cross-coupling reaction under a carbon monoxide atmosphere is also found to give the corresponding diaryl ketone with a similar catalyst system.
引用
收藏
页码:617 / 619
页数:3
相关论文
共 24 条
[1]   Palladium-imidazolium-catalyzed carbonylative coupling of aryl diazonium ions and aryl boronic acids [J].
Andrus, MB ;
Ma, YD ;
Zang, YF ;
Song, C .
TETRAHEDRON LETTERS, 2002, 43 (50) :9137-9140
[2]   Palladium-imidazolium carbene catalyzed Mizoroki-Heck coupling with aryl diazonium ions [J].
Andrus, MB ;
Song, C ;
Zhang, JQ .
ORGANIC LETTERS, 2002, 4 (12) :2079-2082
[3]   Palladium-imidazolium carbene catalyzed aryl, vinyl, and alkyl Suzuki-Miyaura cross coupling [J].
Andrus, MB ;
Song, C .
ORGANIC LETTERS, 2001, 3 (23) :3761-3764
[4]   HECK REACTION OF 1-ARYLTRIAZENES [J].
BHATTACHARYA, S ;
MAJEE, S ;
MUKHERJEE, R ;
SENGUPTA, S .
SYNTHETIC COMMUNICATIONS, 1995, 25 (05) :651-657
[5]   The first Suzuki cross-couplings of aryltrimethylammonium salts [J].
Blakey, SB ;
MacMillan, DWC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6046-6047
[6]   Palladium-catalysed reactions in solid phase organic synthesis [J].
Bräse, S ;
Kirchhoff, JH ;
Köbberling, J .
TETRAHEDRON, 2003, 59 (07) :885-939
[7]  
Bräse S, 1999, ANGEW CHEM INT EDIT, V38, P1071, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1071::AID-ANIE1071>3.0.CO
[8]  
2-9
[9]  
DIEBERICH F, 1998, METAL CATALYZED CROS
[10]   A 1ST PALLADIUM-CATALYZED ARYLDEGERMYLATION OF STYRYLTRIMETHYLGERMANES [J].
IKENAGA, K ;
MATSUMOTO, S ;
KIKUKAWA, K ;
MATSUDA, T .
CHEMISTRY LETTERS, 1990, (02) :185-188