Convenient synthesis of substituted 3-alkenylpyrazolo[1,5-α]pyrimidines via Heck cross-coupling reaction

被引:24
作者
Yin, LX [1 ]
Liebscher, E [1 ]
机构
[1] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany
来源
SYNTHESIS-STUTTGART | 2004年 / 14期
关键词
heterocycles; pyrazolo[1,5-alpha]pyrimidines; iodination; Heck reaction;
D O I
10.1055/s-2004-831189
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Iodopyrazolo[1,5-a]pyrimidines 3 were easily obtained by direct iodination of pyrazolo[1,5-a]pyrimidines 2 with NIS and could be transformed into a series of new substituted 3-alkenyl-pyrazolo[1,5-a]pyrimidines 5 by Heck cross-coupling.
引用
收藏
页码:2329 / 2334
页数:6
相关论文
共 28 条
[21]  
Petrov AA, 2000, RUSS J ORG CHEM+, V36, P1027
[22]  
SAKAMOTO T, 1988, HETEROCYCLES, V27, P2225
[23]   2-arylpyrazolo[1,5-a]pyrimidin-3-yl acetamides.: New potent and selective peripheral benzodiazepine receptor ligands [J].
Selleri, S ;
Bruni, F ;
Costagli, C ;
Costanzo, A ;
Guerrini, G ;
Ciciani, G ;
Costa, B ;
Martini, C .
BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (10) :2661-2671
[24]   SYNTHESIS AND ANTI-SCHISTOSOMAL ACTIVITY OF CERTAIN PYRAZOLO[1,5-A]PYRIMIDINES [J].
SENGA, K ;
NOVINSON, T ;
WILSON, HR ;
ROBINS, RK .
JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (05) :610-613
[25]   Regioselective reactions of organozinc reagents with 2,4-dichloroquinoline and 5,7-dichloropyrazolo[1,5-a]pyrimidine [J].
Shiota, T ;
Yamamori, T .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :453-457
[26]   Synthesis and biological evaluations of condensed pyridine and condensed pyrimidine-based HMG-CoA reductase inhibitors [J].
Suzuki, M ;
Iwasaki, H ;
Fujikawa, Y ;
Sakashita, M ;
Kitahara, M ;
Sakoda, R .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (10) :1285-1288
[27]  
Vattoly J. M., 2003, ADV SYNTH CATAL, V345, P620
[28]   Advances in the Heck chemistry of aryl bromides and chlorides [J].
Whitcombe, NJ ;
Hii, KK ;
Gibson, SE .
TETRAHEDRON, 2001, 57 (35) :7449-7476