An efficient three‐component synthesis of hexahydroquinoline derivatives in ionic liquid

A series of hexahydroquinoline derivatives were synthesized by the three‐component reaction of 5,5‐dimethyl‐3‐aminocyclohex‐2‐enone, aromatic aldehyde, and acyl acetonitrile in ionic liquid without using any catalyst. This protocol has the advantages of easier work‐up, milder reaction conditions, high yields, and environmentally benign procedure. J. Heterocyclic Chem., (2011).     

An efficient one‐pot three‐component reaction for synthesis of spirooxindole derivatives in water media under catalyst‐free condition

An efficient, clean, and environmentally benign synthesis of spirooxindole derivatives by one‐pot three‐component reaction of isatins, malononitrile, and carbonyl compound in the absence of catalysis in water was described. A variety of spirooxindole derivatives were obtained with excellent yields within short reaction time. This novel protocol has the advantages of convenient operation, low cost, and environmental benign. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:673–677, 2011; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.20723     

Iron‐catalyzed efficient three‐component allylation of imine in aqueous media

Iron trichloride hexahydrate has proved to be a very effective catalyst for the three‐component condensation of aromatic aldehydes, amines and allyltributylstannane, which produces high yields of homoallylic amines in water in the presence of surfactant SDS. Copyright © 2009 John Wiley & Sons, Ltd.     

An efficient synthesis of polyhydroacridine derivatives by the three‐component reaction of aldehydes,amines and dimedone in ionic liquid

In this paper the preparation of 3,3,6,6‐tetramethyl‐9,10‐diaryl‐1,2,3,4,5,6,7,8,9,10‐decahydroacridine‐1,8‐dione derivatives from aldehydes, aromatic amines and 5,5‐dimethyl‐1,3‐cyclohexanedione in 1‐n‐butyl‐3‐methylimidazolium bromide ([bmim]Br) is described. The structures of these compounds were characterized by elemental analysis, IR and ¹H NMR spectra and further confirmed by single crystal X‐ray diffraction analysis.     

One‐pot synthesis of pyrido[2,3‐d]pyrimidines via efficient three‐component reaction in aqueous media

A short and facile synthesis of pyrido[2,3‐d]pyrimidine derivatives was accomplished in good yields via the three‐component reaction of aldehydes, alkyl nitriles and aminopyrimidines in water in the presence of triethylbenzylammonium chloride (TEBAC). The structures of these compounds were characterized by elemental analysis, IR and ¹H NMR spectra and further confirmed by single crystal X‐ray diffraction analysis.     

One‐pot three‐component synthesis of 2‐substituted 4‐aminoquinazolines

A facile and rapid synthesis of the title compounds via one‐pot reaction of 2‐aminobenzonitrile, orthoesters and ammonium acetate under solvent‐free and microwave condition is described.     

Polyethylene glycol mediated one‐pot three‐component synthesis of new 4‐thiazolidinones

An efficient one‐pot three‐component cyclocondensation of 4‐(p‐toulyl sulfonoxy) benzaldehyde, aryl amines, and mercaptoacetic acid in polyethylene glycol 400 (PEG‐400) was conducted to obtain new 2,3‐disubstituted‐4‐thiazolidinones. This route is economical and ecofriendly. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:166–170, 2012; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.20766     

A three‐component,one‐pot synthesis of oxazinoquinolin‐3‐one derivatives

Oxazino[5,6‐f]quinolin‐3‐one derivatives have been synthesized in a one‐pot, and efficient process by condensation of 6‐quinolinol, aromatic aldehydes and urea under microwave‐assisted and thermal solvent‐free conditions.     

Diastereoselective synthesis of chloro‐ and fluoro‐aniline containing phosphonate esters in a three‐component condensation

New phosphonate ester derivatives were obtained by in situ stereo‐specific reaction between triphenyl phosphite and dialkyl acetylenedicarboxylates in the presence of a series of halogenated anilines. Spectroscopic data and X‐ray crystallography analysis are in agreement with the gauche arrangement for the two vicinal protons in the structures. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:222–227, 2010; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20600     

An efficient and green synthesis of 1,4‐dihydropyridine derivatives through multi‐component reaction in ionic liquid

Through multi‐component condensation of aldehydes, 1,3‐dione, Meldrum's acid, and ammonium acetate in an ionic liquid ([bmim][BF₄]), a series of 1,4‐dihydropyridine derivatives were prepared in excellent yields in the absence of any additional catalysts. In addition, [bmim][BF₄] can be recovered and reused effectively for at least six times without obvious decrease of its efficiency. Advantages of this novel protocol include simple operational process, environmental benignancy, and high efficiency. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:382–388, 2006; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20221     

Ligand‐free,copper‐catalyzed,one‐pot,three‐component synthesis of novel 1,2,3‐triazole‐linked indoles in magnetized water

Magnetized water (MW) is used as a green and new solvent‐promoting medium for the one‐pot, three‐component synthesis of novel 1,2,3‐triazole‐linked indoles catalyzed by copper iodide. A broad range of 2‐aryl‐1‐(prop‐2‐ynyl)‐1H‐indole‐3‐carbaldehydes were reacted with alkyl halides and sodium azide via copper‐catalyzed azide–alkyne cycloaddition reactions in MW in the absence of any ligand. This method offers the advantages of short reaction times, green procedure, low cost, simple work‐up, quantitative reaction yields, and no need for any organic solvent.