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Journal ArticleDOI

A Simple, Efficient and Green Procedure for the Knoevenagel Condensation of Aldehydes with N-Methylpiperazine at Room Temperature under Solvent-Free Conditions

18 Aug 2008-Synthetic Communications (Taylor & Francis Group)-Vol. 38, Iss: 13, pp 2103-2112
TL;DR: In this article, Knoevenagel condensation of aromatic, aliphatic, and heteroaromatic aldehydes with active methylene compounds such as ethylcyanoacetate, malononitrile, and cyanoacetamide proceed very smoothly at room temperature by simply mixing the ingredients together under solvent-free conditions.
About: This article is published in Synthetic Communications.The article was published on 2008-08-18. It has received 35 citations till now. The article focuses on the topics: Knoevenagel condensation & Malononitrile.
Citations
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Journal ArticleDOI
TL;DR: A series of new fiber catalysts has been synthesized by aminating a commercially available polyacrylonitrile fiber with polyamines such as diethylenetriamine and triethylenetetramine as discussed by the authors.

114 citations

Journal ArticleDOI
TL;DR: An efficient and reusable protic-ionic-liquid solvent-catalyst system, HMTA-AcOH-H2O, has been developed and used in the Knoevenagel condensation reaction of aromatic aldehydes with ethyl 2-cyanoacetate as discussed by the authors.
Abstract: An efficient and reusable protic-ionic-liquid solvent–catalyst system, HMTA–AcOH–H2O, has been developed and used in the Knoevenagel condensation reaction of aromatic aldehydes with ethyl 2-cyanoacetate. Under ultrasonic irradiation, the Knoevenagel condensation promoted by the protic-ionic-liquid solvent–catalyst system proceeds smoothly and cleanly. Moreover, the HMTA–AcOH–H2O solvent–catalyst system could be recycled for at least 6 times and no significant loss of activity was observed. This protocol has notable advantages, such as being eco-friendly, the ease of the work-up and reuse of the ionic liquid conveniently, which could help reduce disposal costs and contribute to the development of new catalysts for use in green and continuous chemical processes.

52 citations

Journal ArticleDOI
TL;DR: In this article, an alanine functionalized MCM-41 (Alanine-MCM41) was used as a solid base catalysts for the Knoevenagel condensation of furfural and acetylacetone under solvent free condition.

36 citations

Journal ArticleDOI
Anguo Ying1, Li-Min Wang, Le-Le Wang, Xinzhi Chen1, Wei-Dong Ye 
TL;DR: An efficient and facile protocol for the Knoevenagel condensation of aromatic aldehydes with active methylene compounds with task specific ionic liquid 1,8-diazabicyclo[5.4.0]-undec-... was proposed in this paper.
Abstract: An efficient, clean and facile protocol for the Knoevenagel condensation of aromatic aldehydes with active methylene compounds catalysed by task specific ionic liquid 1,8-diazabicyclo[5.4.0]-undec-...

35 citations

Journal ArticleDOI
TL;DR: In this paper, a new silica based piperidine derivative has been designed, synthesized and characterized by solid state carbon 13 CP MAS NMR, BET surface area analysis, IR, TGA studies, elemental analysis and pH experiment.

26 citations

References
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Journal ArticleDOI
TL;DR: An environmentally benign and sustainable Knoevenagel reaction of aldehyde with ethyl cyanoacetate has been achieved at ambient temperature in water employing 3-aminopropylated silica gel (NAP) as a catalyst.
Abstract: An environmentally benign and sustainable Knoevenagel reaction of aldehyde with ethyl cyanoacetate has been achieved at ambient temperature in water employing 3-aminopropylated silica gel (NAP) as a catalyst. Wide applicability of the reaction is illustrated by the results that not only arylaldehydes of both electronic characters but also aliphatic aldehydes afforded the products. The reaction condition was so mild that aldehydes having acid- or base-sensitive substituents provided substituted α-cyano-α, β-unsaturated esters. The catalyst has been efficiently recycled more than five times without any pre-treatment. Catalyst loading was successfully reduced to 0.0029 mmol% (TON = up to 9,226). This protocol was also applicable to the Knoevenagel reaction of malononitrile in good yields in water.

51 citations

Journal ArticleDOI
TL;DR: A new polysiloxane-supported NAD(P)H model, 1-benzyl-1,4-dihydronicotinamide, was designed and synthesized, which can efficiently reduce many activated olefins under mild conditions and has good potential for recycling use of the reductant.
Abstract: A new polysiloxane-supported NAD(P)H model, 1-benzyl-1,4-dihydronicotinamide, was designed and synthesized, which can efficiently reduce many activated olefins under mild conditions. The most advantageous features of this new polysiloxane-supported reductant are (i) easy workup and separation of the reaction products and (ii) good potential for recycling use of the reductant, which makes this new polysiloxane-supported NAD(P)H model a promising alternative both in research laboratories and in industrial processes.

46 citations

Journal ArticleDOI
TL;DR: In this paper, the condensation of various aromatic and hetero-aromatic aldehydes with active methylene compounds like methyl and ethyl cyanoacetate, malononitrile, and Cyanoacetamide was carried out at room temperature in short periods with very simple workup procedure and good to high yields.

46 citations

Journal ArticleDOI
TL;DR: In this paper, the reaction rate of Knoevenagel condensation can be dramatically enhanced by irradiating the reaction mixture containing ethyl cyanoacetate, an aldehyde, P2O5, piperidine, and chlorobenzene with a commercial microwave oven.

45 citations


"A Simple, Efficient and Green Proce..." refers result in this paper

  • ...One important point to be mentioned is that all the products obtained from ethylcyanoacetate and cyanoacetamide produced the stereospecific E-configured olefins (obtained by analogy with the earlier references [ 12 22 ] )....

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