Silica sulfuric acid catalyzed one-pot synthesis of α-aminonitriles

被引：61

作者：

Chen, WY

Lu, J

机构：

[1] College of Chemistry and Chemical Engineering, Suzhou University, Suzhou

来源：

SYNLETT | 2005年 / 15期

关键词：

aldehyde; amine; alpha-aminonitrile; silica sulfuric acid; one-pot synthesis;

D O I：

10.1055/s-2005-872654

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient method has been developed for the synthesis of alpha-aminonitriles by a one-Pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of silica sulfuric acid at room temperature. The silica sulfuric acid is reusable and could be applied in subsequent reactions with comparable activity.

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收藏

页码：2293 / 2296

页数：4

相关论文

共 20 条

[1] DIASTEREOSELECTIVE STRECKER SYNTHESIS USING ALPHA-PHENYLGLYCINOL AS CHIRAL AUXILIARY [J].

CHAKRABORTY, TK ;

REDDY, GV ;

HUSSAIN, KA .

TETRAHEDRON LETTERS, 1991, 32 (51) :7597-7600

[2] A novel method for sulfonation of aromatic rings with silica sulfuric acid [J].

Hajipour, AR ;

Mirjalili, BBF ;

Zarei, A ;

Khazdooz, L ;

Ruoho, AE .

TETRAHEDRON LETTERS, 2004, 45 (35) :6607-6609

[3]

HARUSAWA S, 1979, TETRAHEDRON LETT, P4663

[4] Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes [J].

Heydari, A ;

Fatemi, P ;

Alizadeh, AA .

TETRAHEDRON LETTERS, 1998, 39 (19) :3049-3050

[5] RETRACTED: Asymmetric catalysis of the Strecker amino acid synthesis by a cyclic dipeptide (Retracted article. See JUN, 2023) [J].

Iyer, MS ;

Gigstad, KM ;

Namdev, ND ;

Lipton, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (20) :4910-4911

[6] SYNTHESIS OF ALPHA-AMINONITRILES BY SELF-CATALYZED, STOICHIOMETRIC REACTION OF PRIMARY AMINES, ALDEHYDES, AND TRIMETHYLSILYL CYANIDE [J].

LEBLANC, JP ;

GIBSON, HW .

TETRAHEDRON LETTERS, 1992, 33 (42) :6295-6298

[7] FACILE SYNTHESIS OF ALPHA-AMINONITRILES [J].

MAI, K ;

PATIL, G .

TETRAHEDRON LETTERS, 1984, 25 (41) :4583-4586

[8] ANTIHYPERTENSIVE AGENTS - SYNTHESIS AND BIOLOGICAL PROPERTIES OF 2-AMINO-4-ARYL-2-IMIDAZOLINES [J].

MATIER, WL ;

OWENS, DA ;

COMER, WT ;

DEITCHMAN, D ;

FERGUSON, HC ;

SEIDEHAMEL, RJ ;

YOUNG, JR .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (08) :901-908

[9] Deprotection of acetals and ketals by silica sulfuric acid and wet SiO2 [J].

Mirjalili, BF ;

Zolfigol, MA ;

Bamoniri, A .

MOLECULES, 2002, 7 (10) :751-755

[10] Silica sulfuric acid:: an efficient and reusable catalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones [J].

Salehi, P ;

Dabiri, M ;

Zolfigol, MA ;

Fard, MAB .

TETRAHEDRON LETTERS, 2003, 44 (14) :2889-2891