Sequential aldol/michael addition reaction in ionic liquid catalyzed by morpholine: A convenient synthesis of 1,3,5-triaryl-1,5-pentanedione

被引：13

作者：

Wu, H ^{[1
]}

Lu, LL

Shen, Y

Wan, Y

Yu, KB

机构：

[1] Xuzhou Normal Univ, Dept Chem, Xuzhou 221116, Jiangsu, Peoples R China

[2] Key Lab Biotechnol Med Plants Jiangsu Prov, Xuzhou, Jiangsu, Peoples R China

[3] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu, Sichuan, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2006年 / 36卷 / 09期

关键词：

ionic liquid; morpholine; synthesis; 1,3,5-triaryl-1,5-pentanedione;

D O I：

10.1080/00397910500514089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 1,3,5-triaryl-1,5-pentanediones was obtained via a sequential aldol condensation and Michael addition reaction in ionic liquid catalyzed by morpholine, as a one-pot reaction. The significance of our findings relates to reducing the use of organic solvents, potentially toxic and hazardous materials, as well as its simplicity, good yields, mild conditions, and lower costs.

引用

页码：1193 / 1200

页数：8

共 19 条

[1]

Anastas P. T., 1998, GREEN CHEM THEORY PR

[2]

CHEN WM, 1999, HECHENG HUAXUE, V7, P422

[3] 4-TERT-BUTYLPHENYL SOLUBILIZED OLIGOPYRIDINES [J].

CONSTABLE, EC ;

HARVERSON, P ;

SMITH, DR ;

WHALL, LA .

TETRAHEDRON, 1994, 50 (26) :7799-7806

[4]

Gareth W. V. C., 2000, CHEM COMMUN, P2199, DOI [10.1039/b007431o, DOI 10.1039/B007431O]

[5] ACYCLIC STEREOSELECTION .29. STEREOSELECTION IN THE MICHAEL ADDITION-REACTION .1. THE MOKAIYAMA MICHAEL RECTION [J].

HEATHCOCK, CH ;

NORMAN, MH ;

UEHLING, DE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (09) :2797-2799

[6] ACYCLIC STEREOSELECTION .36. SIMPLE DIASTEREOSELECTION IN THE LEWIS ACID MEDIATED REACTIONS OF ENOL SILANES WITH ALDEHYDES [J].

HEATHCOCK, CH ;

DAVIDSEN, SK ;

HUG, KT ;

FLIPPIN, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (15) :3027-3037

[7]

KAI T, 2004, ORG LETT, V6, P4595

[8] SYNTHESIS USING PYRIDINIUM SALTS .5. SPECIFIC SYNTHESIS OF PYRIDINES AND OLIGOPYRIDINES [J].

KROHNKE, F .

SYNTHESIS-STUTTGART, 1976, (01) :1-24

[9]

MACGILLIVRAY LR, 1999, NATURE, V398, P796

[10] COMBINED USE OF DIPHENYLTIN SULFIDE OR LAWESSONS REAGENT AND SILVER PERCHLORATE AS EFFECTIVE CATALYST SYSTEMS IN ALDOL REACTION [J].

MUKAIYAMA, T ;

SAITO, K ;

KITAGAWA, H ;

SHIMOMURA, N .

CHEMISTRY LETTERS, 1994, (04) :789-792

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