Synthesis of densely functionalized N-hydroxypyrroles mediated by vinyltriphenyl phosphonium salt

被引:112
作者
Yavari, I
Ramazani, A
YahyaZadeh, A
机构
[1] Chemistry Department, Tarbiat Modarres University, Tehran
关键词
D O I
10.1080/00397919608003851
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protonation of the reactive 1:1 intermediates produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxlates by butane-2,3-dione monoxime leads to vinyltriphenylphosphonium salts, which undergo intramolecular Wittig reaction to produce dialkyl 2,3-dimethyl-N-hydroxypyrrole-4,5-dicarboxylates in fairly high yields.
引用
收藏
页码:4495 / 4499
页数:5
相关论文
共 13 条
[1]  
Bean G.P., 1990, PYRROLES 1, P105
[2]   CYCLOALKENES BY INTRAMOLECULAR WITTIG REACTION [J].
BECKER, KB .
TETRAHEDRON, 1980, 36 (12) :1717-1745
[3]  
BURLEY I, 1995, SYNTHESIS-STUTTGART, P1151
[4]   AN EXTREMELY SHORT SYNTHESIS OF BENZOYLPYRROLE-TYPE CALCIUM-CHANNEL ACTIVATORS [J].
DALTON, CR ;
KANE, JM ;
RAMPE, D .
TETRAHEDRON LETTERS, 1992, 33 (39) :5713-5716
[5]  
GILCHRIST TL, 1992, HETEROCYCLIC CHEM, P189
[6]   [3+2]-ANNULATION OF ALLYLIDENE(TRIPHENYL)PHOSPHORANE WITH 1,2-DIACYLETHYLENES - SYNTHESIS OF SUBSTITUTED CYCLOPENTADIENES [J].
HIMEDA, Y ;
HATANAKA, M ;
UEDA, I .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (04) :449-450
[7]  
LASK TD, 1991, J HETEROCYCLIC CHEM, V28, P1671
[8]  
MASQUELIN T, 1995, SYNTHESIS-STUTTGART, P276
[9]  
NIZIURSKIMANN RE, 1992, HETEROCYCLES, V34, P2003
[10]  
PATTERSON JM, 1976, SYNTHESIS-STUTTGART, P281