Microwave-accelerated conjugate addition of aldehydes to α,β-unsaturated ketones

被引：21

作者：

Yadav, JS ^{[1
]}

Anuradha, K ^{[1
]}

Reddy, BVS ^{[1
]}

Eeshwaraiah, B ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 50期

关键词：

conjugate addition; alpha; beta-unsaturated ketones; microwave; 1,4-diketones;

D O I：

10.1016/j.tetlet.2003.10.015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldehydes undergo smooth conjugate addition to alpha,beta-unsaturated ketones in the presence of 5-(2-hydroxyethyl)-1,3-thiazolium halides and DBU adsorbed onto the surface of basic alumina under microwave irradiation and solvent-free conditions to afford 1,4-diketones in enhanced yields and reduced reaction times compared to conventional methods. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8959 / 8962

页数：4

共 21 条

[1]

ABRAMOVITCH RA, 1991, ORG PREP PROCED INT, V23, P685

[2] MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].

CADDICK, S .

TETRAHEDRON, 1995, 51 (38) :10403-10432

[3]

CORNELIS A, 1994, SYNLETT, P155

[4] UNSYMMETRICAL 2,5-DIALKYLPYRROLIDINES VIA REDUCTIVE AMINATION OF 1,4-DIKETONES [J].

JONES, TH ;

FRANKO, JB ;

BLUM, MS ;

FALES, HM .

TETRAHEDRON LETTERS, 1980, 21 (09) :789-792

[5] New solvent free organic synthesis using focused microwaves [J].

Loupy, A ;

Petit, A ;

Hamelin, J ;

Texier-Boullet, F ;

Jacquault, P ;

Mathé, D .

SYNTHESIS-STUTTGART, 1998, (09) :1213-1234

[6]

NOVAK L, 1979, HETEROCYCLES, V12, P396

[7]

NOVAK L, 1978, TETRAHEDRON LETT, V19, P487

[8] 4 NOVEL PHENYLDITHIENOINDOLE ISOMERS FROM THE OXIDATIVE PHOTOCYCLIZATION OF DITHIENYLPYRROLES [J].

PERRINE, DM ;

KAGAN, J ;

HUANG, DB ;

ZENG, K ;

TEO, BK .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (11) :2213-2216

[9] Solid-phase synthesis of heterocycles from 1,4-diketone synthons [J].

Raghavan, S ;

Anuradha, K .

SYNLETT, 2003, (05) :711-713

[10] Solid-phase synthesis of 1,4-diketones by thiazolium salt promoted addition of aldehydes to chalcones [J].

Raghavan, S ;

Anuradha, K .

TETRAHEDRON LETTERS, 2002, 43 (29) :5181-5183

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