SUBSTITUTED BICYCLIC AND TRICYCLIC OXAZOLO[4,5-D]-1,2,3-TRIAZOLE SYSTEMS - RING EXPANSIONS TO 1,3,4,5-OXATRIAZINES AND RING CONTRACTIONS TO 1,2,3-TRIAZASPIROALKANE DERIVATIVES

被引:3
作者
BUTLER, RN
OSHEA, DF
机构
[1] Chemistry Department, University College, Galway
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 19期
关键词
D O I
10.1039/p19940002797
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a range of new bicyclic and tricyclic fused oxazolo[4,5-d]-1,2,3-triazole systems is described. Treatment of these with acid caused transformations to substituted 1,3,4,5-oxatriazine and new 1,2,3-triazaspiroalkane systems which were isolated in high yields. Kinetic studies of the ring transformations indicated the presence of a delocalised carbocation intermediate and the mechanism of the ring expansion and contraction is discussed.
引用
收藏
页码:2797 / 2800
页数:4
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