Studies on the selective intramolecular biaryl coupling reaction of 2-triflyloxy-6-halobenzanilides using a palladium reagent

被引:7
作者
Harayama, T [1 ]
Toko, H [1 ]
Kubota, K [1 ]
Nishioka, H [1 ]
Abe, H [1 ]
Takeuchi, Y [1 ]
机构
[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan
关键词
D O I
10.3987/COM-01-S(M)5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The aryl-aryl coupling reaction of 2-triflyloxy-6-halobenzanilides using a palladium reagent under several reaction conditions was examined. The 6-iodo compound gave triflyloxyphenanthridone selectively in excellent yield under the conditions for the ordinary Heck reaction.
引用
收藏
页码:175 / 181
页数:7
相关论文
共 12 条
[1]   RECENT DEVELOPMENTS AND NEW PERSPECTIVES IN THE HECK REACTION [J].
CABRI, W ;
CANDIANI, I .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (01) :2-7
[2]   BINDING OF PHENYLALKYLAMINE DERIVATIVES AT 5-HT1C AND 5-HT2 SEROTONIN RECEPTORS - EVIDENCE FOR A LACK OF SELECTIVITY [J].
GLENNON, RA ;
RAGHUPATHI, R ;
BARTYZEL, P ;
TEITLER, M ;
LEONHARDT, S .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (04) :734-740
[3]   Synthesis of trisphaeridine and norchelerythrine through palladium-catalyzed aryl-aryl coupling reaction [J].
Harayama, T ;
Akamatsu, H ;
Okamura, K ;
Miyagoe, T ;
Akiyama, T ;
Abe, H ;
Takeuchi, Y .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (05) :523-528
[4]  
Harayama T, 2001, SYNTHESIS-STUTTGART, P444
[5]  
Harayama T, 1997, CHEM PHARM BULL, V45, P1723
[6]  
Harayama T, 2000, CHEM PHARM BULL, V48, P861
[7]   On the efficiency of tetraalkylammonium salts in Heck type reactions [J].
Jeffery, T .
TETRAHEDRON, 1996, 52 (30) :10113-10130
[8]  
Knight D.W., 1991, COMPREHENSIVE ORGANI, V3, P481
[9]  
KOBAYASHI S, 1963, CHEM PHARM BULL, V11, P123
[10]  
LI JJ, 2000, PALLADIUM HETEOCYCLI