PHOTOCHEMICAL DECOMPOSITION OF 1-ALKOXY-2-AZIDOPHENAZINES - ADDITION OF NITRENES TO AZIDES

被引:2
作者
ALBINI, A [1 ]
BETTINETTI, G [1 ]
MINOLI, G [1 ]
机构
[1] UNIV PAVIA,DEPT AGR SCI & RURAL DEV,I-27100 PAVIA,ITALY
关键词
D O I
10.1021/jo00025a010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The photolysis of 2-azido-1-methoxyphenazine (1a) and its ethoxy homologue (1b) takes an unusual course. It involves the addition of a singlet nitrene or one of its cyclic tautomers to the ground-state azide to form the N-phenazinyl iminoether 9a (from 1a) and a 2-oxazolo[5,4-a]phenazinyl derivative of a quinoxalinylpropenenitrile (10, from both 1a and 1b). Products derived from the triplet nitrene are formed as well. The effects of varying some of the experimental conditions were determined. A mechanism for the photolysis is proposed.
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收藏
页码:6993 / 6997
页数:5
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