Ring-ring interconversions.: Part 2.: Effect of the substituent on the rearrangement of 6-aryl-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazoles into 8-aryl-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-ones.: A novel class of potential antitumor agents

被引:14
作者
Billi, R
Cosimelli, B
Spinelli, D
Rambaldi, M
机构
[1] Dipartimento Chim Organ A Mangini, I-40127 Bologna, Italy
[2] Univ Bologna, Dipartimento Sci Farmaceut, I-40126 Bologna, Italy
关键词
D O I
10.1016/S0040-4020(99)00189-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of several 6-aryl-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazoles with hydrochloric acid by refluxing in ethanol gives new 8-aryl-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c] [1,2,4]oxadiazol-3-ones for testing of their biological activity. By carrying out the reaction at room temperature it has been possible to isolate reaction intermediates to which structures have been assigned. This study has provided information on the reaction mechanism and on the effect of the substituent in the phenyl ring on the yield of the reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5433 / 5440
页数:8
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