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

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

来源：

Chemistry of Heterocyclic Compounds | 2001年 / Springer Science and Business Media, LLC卷 / 37期

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.

引用

页码：1208 / 1215

页数：7

共 11 条

[1]

Litvinov V.P., Dyachenko V.D., Dokl. Akad. Nauk., 352, (1997)

[2]

Litvinov V.P., Izv. Akad. Nauk, Ser. Khim., (1998)

[3]

Vereshchagin A.N., Usp. Khim., 52, (1983)

[4]

Krivokolysko S.G., Dyachenko V.D., Rusanov E.B., Litvinov V.B., Khim. Geterotsikl. Soedin., (2001)

[5]

Alder R.W., Goode N.C., King T.J., Mellor J.M., Miller B.W., J. Chem. Soc. Chem. Commun., 5, (1976)

[6]

Burke-Laing M., Laing M., Acta Crystallogr. (B), 32, (1976)

[7]

Gilli P., Bertolasi V., Ferretti V., Gilli G., J. Am. Chem. Soc., 116, (1994)

[8]

Kuleshova L.N., Zorkii P.M., Acta Crystallogr. (B), 37, (1981)

[9]

Watkin D.J., Prout C.K., Carruthers J.R., Betteridge P.W., Crystals, 10, (1996)

[10]

North A.C.T., Phillips D.C., Scott F., Mathews F.S., Acta Crystallogr. (A), 24, (1968)

← 1 2 →