Crossed-Aldol Condensation of Cycloalkanones with Aromatic Aldehydes Catalyzed by Copper(II) Trifluoroacetate

被引：12

作者：

Song, Dailei ^{[1
]}

Chen, Yongli ^{[1
]}

Wang, Runxia ^{[1
]}

Liu, Chunsheng ^{[1
]}

Jiang, Heng ^{[1
]}

Luo, Genxiang ^{[1
]}

机构：

[1] Liaoning Shihua Univ, Sch Chem & Mat Sci, Dept Chem, Fushun 113001, Liaoning, Peoples R China

来源：

PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY | 2009年 / 39卷 / 02期

关键词：

Aromatic aldehydes; '-Bis(substituted benzylidene)cycloalkanones; Copper(II) trifluoroacetate; Crossed-aldol condensation; Cyclic ketones; ONE-POT SYNTHESIS; FACILE SYNTHESIS; KETONES; TRIFLUOROMETHANESULFONATE; SYSTEM;

D O I：

10.1080/10826060902800874

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A simple and solvent-free procedure to synthesize ,'-bis(substituted benzylidene) cycloalkanones, catalyzed by copper(II) trifluoroacetate through crossed-aldol condensation of various aromatic aldehydes with cyclic ketones is reported. The reaction proceeded smoothly in good to excellent yields.

引用

页码：201 / 207

页数：7

共 26 条

[1] Facile synthesis of bis(arylmethylidene)cycloalkanones mediated by lithium perchlorate under solvent-free conditions [J].

Abaee, M. S. ;

Mojtahedi, M. M. ;

Sharifi, R. ;

Zahedi, M. M. ;

Abbasi, H. ;

Tabar-Heidar, K. .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2006, 3 (03) :293-296

[2] Iron(III) trifluoro acetate and trifluoromethanesulfonate: Recyclable Lewis acid catalysts for one-pot synthesis of 3,4-dihydropyrimidinones or their sulfur analogues and 1,4-dihydropyridines via solvent-free Biginelli and Hantzsch condensation protocols [J].

Adibi, Hadi ;

Samimi, Heshmat Allah ;

Beygzadch, Mojtaba .

CATALYSIS COMMUNICATIONS, 2007, 8 (12) :2119-2124

[3] Facile protection of carbonyl compounds as oxathiolanes and transoxathioacetalization of oxyacetals promoted by iron(III) trifluoroacetate or trifluoromethanesulfonate as chemoselective and recyclable catalysts [J].

Adibi, Hadi ;

Jafari, Hadi .

JOURNAL OF FLUORINE CHEMISTRY, 2007, 128 (06) :679-682

[4]

Amico D.B.D., 2002, INORG CHIM ACTA, V330, P149

[5] Convenient and facile cross-Aldol condensation catalyzed by molecular iodine:: An efficient synthesis of α,α′-bis(substituted-benzylidene) cycloalkanones [J].

Das, B ;

Thirupathi, P ;

Mahender, I ;

Reddy, KR .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 247 (1-2) :182-185

[6]

DELI J, 1984, PHARMAZIE, V39, P539

[7] Indium trichloride catalyzes aldol-condensations of aldehydes and ketones [J].

Deng, GS ;

Ren, TG .

SYNTHETIC COMMUNICATIONS, 2003, 33 (17) :2995-3001

[8] Solvent-free crossed aldol condensation of cyclic ketones with aromatic aldehydes assisted by microwave irradiation [J].

Esmaeili, AA ;

Tabas, MS ;

Nasseri, MA ;

Kazemi, F .

MONATSHEFTE FUR CHEMIE, 2005, 136 (04) :571-576

[9] A novel Cu-catalysed three-component one-pot synthesis of dihydro-pyrimidin-2(1H)-ones using microwaves under solvent-free conditions [J].

Gohain, M ;

Prajapati, D ;

Sandhu, JS .

SYNLETT, 2004, (02) :235-238

[10] RuCl3 catalyses aldol condensations of aldehydes and ketones [J].

Iranpoor, N ;

Kazemi, F .

TETRAHEDRON, 1998, 54 (32) :9475-9480

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