A novel synthesis of spiro-2,5-dihydro-1,2-λ5-oxaphospholes using a three-component reaction

被引:18
作者
Esmaeili, Abbas Ali [1 ]
Amini, Saeid [1 ]
Bodaghi, Asghar [1 ]
机构
[1] Univ Birjand, Dept Chem, Birjand, Iran
关键词
1,2-oxaphospholes; isatin; isopropylacetylenedicarboxylate; triphenylphosphine;
D O I
10.1055/s-2007-980357
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The zwitterionic intermediate generated from dialkyl acetylenedicarboxylate and triphenylphosphine on reaction with N-substituted isatins leads to new highly functionalized spiro-2,5-dihydro-1,2-oxaphospholes.
引用
收藏
页码:1452 / 1454
页数:3
相关论文
共 28 条
[21]   Substituent effect on the transition from ionic to covalent bonding in triphenylphosphonium ylide derivatives:: reactivity of 3-methyl-2,2,2-triphenyl-2H-cyclohepta[d][1,2λ5]oxaphosphole with heterocumulenes [J].
Naya, S ;
Nitta, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2002, (05) :1017-1023
[22]  
Nicolaou KC, 1997, LIEBIGS ANN-RECL, P1283
[23]   Reaction of 2,2,2-triphenyl-2H-6,11-methanocycloundec[d]-1,2λ5-oxaphosphole (2-triphenylphosphoranylidenemethyl-5,10-methano[11]annulenone) and its related compounds with heterocumulenes [J].
Nitta, M ;
Naya, S .
JOURNAL OF CHEMICAL RESEARCH-S, 1998, (09) :522-523
[24]   GLYCOBIOLOGY [J].
RADEMACHER, TW ;
PAREKH, RB ;
DWEK, RA .
ANNUAL REVIEW OF BIOCHEMISTRY, 1988, 57 :785-838
[25]   On the reaction of prop-2-enylidenetriphenylphosphorane derivatives. Novel synthesis of 4,9-methanocyclopentacycloundecene derivatives and their spectroscopic and chemical properties [J].
Takayasu, T ;
Nitta, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (21) :3255-3260
[26]   REACTIONS OF PHOSPHINES WITH ACETYLENES .18. MECHANISM OF FORMATION OF 1,2-ALKYLIDENEDIPHOSPHORANES [J].
TEBBY, JC ;
WILSON, IF ;
GRIFFITHS, DV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (09) :2133-2135
[27]   ADDITIONS TO ACTIVATED CC TRIPLE BOND [J].
WINTERFELDT, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1967, 6 (05) :423-+
[28]   Efficient synthesis of functionalized 2,5-dihydro-1,2-oxaphospholes [J].
Yavari, I ;
Alizadeh, A ;
Anary-Abbasinejad, M .
TETRAHEDRON LETTERS, 2003, 44 (14) :2877-2879