Stereoselective synthesis and alkylation of N-methylmorpholinium 4,5-trans-4-(2-chlorophenyl)-3-cyano-6-hydroxy- 5-(2-thenoyl)-6-trifluoromethyl- 1,4,5,6-tetrahydropyridine-2-thiolate. Molecular and crystal structure of 4,5-trans-4-(2-chlorophenyl)-3-cyano- 6-hydroxy-2-methallylthio-5-(2-thenoyl)- 6-trifluoromethyl-1,4,5,6-tetrahydropyridine

被引:0
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作者
Krivokolysko S.G. [1 ]
Dyachenko V.D. [1 ]
Chernega A.N. [2 ]
Litvinov V.P. [3 ]
机构
[1] Taras Shevchenko Lugansk State Pedagogical University
[2] Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev
[3] N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow
关键词
2-chlorobenzaldehyde; 2-thenoyltrifluoroacetone; Alkylation; Condensation; Cyanothioacetamide; Tetrahydropyridines;
D O I
10.1023/A:1013889208646
中图分类号
学科分类号
摘要
The condensation of 2-chlorobenzaldehyde with cyanothioacetamide and 2-thenoyltrifluoroacetone in the presence of N-methylmorpholine takes place stereoselectively and leads to the formation of N-methylmorpholinium 4,5-trans-4-(2-chlorophenyl)-3-cyano-6-hydroxy-5-(2-thenoyl) -6-trifluoromethyl-1,4,5,6-tetrahydropyridine-2-thiolate. The latter was used to synthesize the corresponding 2-alkylthiotetrahydropyridines. The structure of 4,5-trans-4-(2-chlorophenyl)-3-cyano-6-hydroxy-2- methallylthio-5-(2-thenoyl)-6-trifluoromethyl-1,4,5,6-tetrahydropyridine was determined by X-ray crystallographic analysis.
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页码:1208 / 1215
页数:7
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