THE STAUDINGER REACTION OF ORTHO-AZIDOBENZALDEHYDE WITH TRIPHENYLPHOSPHINE REVISITED - INFLUENCE OF THE TEMPERATURE ON THE NATURE OF THE REACTION-PRODUCTS

被引:27
作者
MOLINA, P
ARQUES, A
CARTAGENA, I
OBON, R
机构
[1] Departamento de Química Orgànica, Facultad de Ciencias, Universidad de Murcia, 30070 Murcia, Campus de Espinardo
关键词
D O I
10.1016/S0040-4039(00)74371-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of o-azidobenzaldehyde 1 with TPP at 0-degrees-C leads to the expected iminophosphorane 2 and the indazole derivative 3 while at -20-degrees-C the phosphazide 4 was the only reaction product. The close related compounds 2 and 4 shows striking differences in reactivity towards primary amines.
引用
收藏
页码:2521 / 2524
页数:4
相关论文
共 2 条
[1]   HETEROCYCLES BY INTRAMOLECULAR AZA-WITTIG REACTIONS OF IMINOPHOSPHORANES OBTAINED FROM 2-AZIDOBENZOYL- AND 2-AZIDOBENZYLIDENE DERIVATIVES [J].
LUHESHI, ABN ;
SALEM, SM ;
SMALLEY, RK ;
KENNEWELL, PD ;
WESTWOOD, R .
TETRAHEDRON LETTERS, 1990, 31 (45) :6561-6564
[2]   FORMATION OF IMINOPHOSPHORANES FROM ANTHRANILS AND TRIPHENYLPHOSPHINE [J].
NOMURA, Y ;
KIKUCHI, Y ;
TAKEUCHI, Y .
CHEMISTRY LETTERS, 1974, (06) :575-576