Flash vacuum pyrolysis of N-alkenylbenzotriazoles and N-alkenylisoxazolones

被引：21

作者：

Cox, M

Heidarizadeh, F

Prager, RH

机构：

[1] Flinders Univ S Australia, Dept Chem, Adelaide, SA 5001, Australia

[2] Chamran Univ, Dept Chem, Ahvaz, Iran

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2000年 / 53卷 / 08期

基金：

澳大利亚研究理事会;

关键词：

indoles; quinolin-4-ones; pyrroles; carbenes; diradicals; dipolar cycloaddition;

D O I：

10.1071/CH00098

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The flash vacuum pyrolysis of 1-(2-ethoxycarbonylethenyl) benzotriazole has been reinvestigated, and the processes leading to the formation of ethyl indole-3-carboxylate and 2-ethoxyquinolin-4(1H)-one elucidated. Similar pathways are followed in the flash vacuum pyrolysis of the corresponding benzisoxazolone. Some N-ethenylisoxazolones have been pyrolysed to form pyrroles, but rearrangement of the intermediate carbenes may be observed. Photolysis of the isoxazolones gives carbenes that may be captured by solvent or give pyrroles.

引用

页码：665 / 671

页数：7

共 32 条

[1] ADDITION REACTIONS OF HETEROCYCLIC COMPOUNDS .18. STRUCTURES + REACTIONS OF ADDUCTS FROM PYRIDINES DIMETHYL ACETYLENEDICARBOXYLATE + CARBON DIOXIDE AT LOW TEMPERATURES [J].