Novel application of the palladium-catalyzed N-arylation of hydrazones to a versatile new synthesis of pyrazoles

被引:45
作者
Haddad, N [1 ]
Baron, J [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA
关键词
D O I
10.1016/S0040-4039(02)00245-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A versatile synthesis of pyrazoles from aryl benzophenone hydrazones was demonstrated with a variety of 1,3-bifunctional substrates under acidic conditions. The obtained regioselectivity is consistent with transhydrazonation followed by subsequent cyclization. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2171 / 2173
页数:3
相关论文
共 15 条
[1]  
Behr L. C., 1967, CHEM HETEROCYCLIC CO
[2]   1-Phenyl-5-pyrazolyl ureas: Potent and selective p38 kinase inhibitors [J].
Dumas, J ;
Hatoum-Mokdad, H ;
Sibley, R ;
Riedl, B ;
Scott, WJ ;
Monahan, MK ;
Lowinger, TB ;
Brennan, C ;
Natero, R ;
Turner, T ;
Johnson, JS ;
Schoenleber, R ;
Bhargava, A ;
Wilhelm, SM ;
Housley, TJ ;
Ranges, GE ;
Shrikhande, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (18) :2051-2054
[3]  
ELRAYYES NR, 1985, SYNTHESIS-STUTTGART, P1028
[4]  
Fan W.-Q., 1996, COMPREHENSIVE HETERO, V4, P1, DOI DOI 10.1016/B978-008096518-5.00059-9
[5]  
Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2090, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2090::AID-ANIE2090>3.0.CO
[6]  
2-A
[7]   Synthesis of pyrazoles [J].
Makino, K ;
Kim, HS ;
Kurasawa, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (03) :489-497
[8]  
MENOZZI G, 1990, FARMACO, V45, P167
[9]   O-alkylation of 3-hydroxy-1-phenyl-2-pyrazolin-5-one [J].
Molinari, A ;
Oliva, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (02) :479-480
[10]  
PARGELLIS C, IN PRESS NATURE STRU