A facile strategy for the one pot multicomponent synthesis of spiro dihydropyridines from amines and activated alkynes

被引：62

作者：

Kiruthika, Selvarangam E. ^{[1
]}

Lakshmi, Neelakandan Vidhya ^{[1
]}

Banu, Babu Rasidha ^{[1
]}

Perumal, Paramasivan T. ^{[1
]}

机构：

[1] CSIR, Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 48期

关键词：

Multi-component reactions; Spiro dihydropyridines; Monoketones; Diketones; Activated alkynes; QUINOLINE-DMAD ZWITTERION; 1,4-DIPOLAR CYCLOADDITION; 1,4-DIHYDROPYRIDINES;

D O I：

10.1016/j.tetlet.2011.09.119

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient preparation of a series of Spiro dihydropyridines via one pot four-component reactions of mono/di/tri-ketones, malononitrile, primary amines, and acetylenic esters is reported. The reaction is atom-efficient, high yielding, and follows a simple experimental procedure. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：6508 / 6511

页数：4

共 35 条

[1]

Adharvana C. M., 2006, CATAL COMMON, V6, P624

[2]

Ana G.N., 2005, TETRAHEDRON LETT, V46, P23

[3] Synthesis of Hantzsch 1,4-dihydropyridines under microwave irradiation [J].

Anniyappan, M ;

Muralidharan, D ;

Perumal, PT .

SYNTHETIC COMMUNICATIONS, 2002, 32 (04) :659-663

[4] Multiple-component condensation strategies for combinatorial library synthesis [J].

Armstrong, RW ;

Combs, AP ;

Tempest, PA ;

Brown, SD ;

Keating, TA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131

[5] A facile entry into a novel class of dispiroheterocyclic framework through 1,3-dipolarcycloaddition of azomethine ylides with 3-arylidene-4-chromanones as dipolarophiles [J].

Augustine, T. ;

Kanakam, Charles C. ;

Vithiya, Scholastica Mary ;

Ramkumar, V. .

TETRAHEDRON LETTERS, 2009, 50 (43) :5906-5909

[6]

Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO

[7]

2-A

[8] Copper-Catalyzed Domino Rearrangement/Dehydrogenation Oxidation/Carbene Oxidation for One-Pot Regiospecific Synthesis of Highly Functionalized Polysubstituted Furans [J].

Cao, Hua ;

Jiang, Huanfeng ;

Yao, Wenjuan ;

Liu, Xiaohang .

ORGANIC LETTERS, 2009, 11 (09) :1931-1933

[9] Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].

Dömling, A .

CHEMICAL REVIEWS, 2006, 106 (01) :17-89

[10] 19-nor-10-azasteroids.: 5.: A synthetic strategy for the preparation of (+)-17-(3-pyridyl)-(5β)-10-azaestra-1,16-dien-3-one, a novel potential inhibitor for human cytochrome P45017α (17α-hydroxylase/C17,20-lyase) [J].

Guarna, A ;

Occhiato, EG ;

Machetti, F ;

Giacomelli, V .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (13) :4985-4989

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