Facile synthesis of new spirothiadiazolopyridazines by 1,3-dipolar cycloaddition

被引:14
|
作者
Abouricha, S
Rakib, EM
Benchat, N
Alaoui, M
Allouchi, H
El Bali, B
机构
[1] Fac Sci & Tech, Lab Chim Organ & Analyt, Beni Mellal 23000, Morocco
[2] Fac Sci, Dept Chim, Oujda, Morocco
[3] SPOT EA, Fac Pharm, Chim Phys Lab, Tours, France
[4] Fac Sci Dhar Mehraz, Dept Chim, LAEE, Fes, Morocco
关键词
cycloadditions; pyridazin-3(2H)-thione; regioselectivity; spiro compounds; X-ray analysis;
D O I
10.1080/00397910500182697
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New derivatives of the spiro type of pyridazines have been synthesized by 1,3-dipolar cycloaddition of N-aryl-C-ethoxycarbonylnitrile imines with pyridazin3(2H)-thiones. When the nitrile oxide was used, the corresponding pyridazin-3(2H)-one was obtained from the intermediate spirooxathiazole by elimination of isothiocyanate group. The peri- and regioselectivity of the reaction were ascertained by X-ray analysis and C-13 NMR spectroscopy of the cycloadducts 3-9.
引用
收藏
页码:2213 / 2221
页数:9
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