Synthesis of 3,4-dihydroquinazolines in the reaction of o-aminophenyldiphenylcarbinol with nitriles

被引：0

作者：

Gromachevskaya E.V. ^{[1
]}

Krapivin G.D. ^{[1
]}

Kvitkovskii F.V. ^{[1
]}

Shein A.O. ^{[1
]}

Kul'nevich V.G. ^{[1
]}

机构：

[1] Kuban State Technological University

来源：

Chemistry of Heterocyclic Compounds | 2001年 / 37卷 / 05期

关键词：

3,4-dihydroquinazolines; Acylation; Alkylation; Tautomerism;

D O I：

10.1023/A:1011608722443

中图分类号：

学科分类号：

摘要：

The reaction of o-aminophenyldiphenylcarbinol with nitriles of various structure in the presence of perchloric acid has been investigated. Optimal conditions have been developed for the synthesis of 3,4-dihydroquinazolinium perchlorates, from which the corresponding 3,4-dihydroquinazolines are obtained by treatment with bases. Certain compounds with an active methylene group bound directly to the heterocycle are able to exist in tautomeric forms with migration of the multiple bond into an exocyclic position.

引用

页码：588 / 596

页数：8

共 19 条

[1]

Elderfield R.C., Heterocyclic Compounds, 6, (1957)

[2]

Bakibaev A.A., Khim. Geterotsikl. Soedin., (1995)

[3]

Suri K.A., Satu N.K., Indian J. Chem. B, 32, (1993)

[4]

Satio T., Tsuda K., Satio Y., Tetrahedron Lett., 37, (1996)

[5]

El Efrit M.L., Hajjem B., Zantour H., Baccar B., Synth. Commun., 26, (1996)

[6]

Kreher R., Bergmann U., Heterocycles, 16, (1981)

[7]

Osman A.R., Safwnat H.M., Aziza M.A., Indian J. Chem., 24, (1985)

[8]

Padmaja J., Reddy M., Satyanarayama R., Indian J. Chem., 25, (1986)

[9]

Chaurasia M.R., Sharma Ajay K., J. Indian Chem. Soc., 62, (1985)

[10]

Ishikawa F., Watanabe Y., Saegusa J., Chem. Pharm. Bull., 28, (1980)

← 1 2 →