SIMPLE, EFFICIENT, AND GREEN METHOD FOR SYNTHESIS OF TRISUBSTITUTED ELECTROPHILIC ALKENES USING LIPASE AS A BIOCATALYST

被引:16
|
作者
Borse, Bhushan Nanasaheb [1 ]
Shukla, Sanjeev Ramchandra [1 ]
Sonawane, Yogesh Ashok [2 ]
机构
[1] Inst Chem Technol, Dept Fibres & Text Proc Technol, Bombay 400019, Maharashtra, India
[2] Inst Chem Technol, Dept Dyestuff Technol, Bombay 400019, Maharashtra, India
关键词
Aromatic aldehyde; biocatalyst; Knoevenagel condensation; lipase; CATALYTIC PROMISCUITY; BASE CATALYSTS; INDUSTRIAL BIOCATALYSIS; ORGANIC-REACTIONS; CONDENSATION; ENZYMES; RESOLUTION; KETONES; AMINES; BONDS;
D O I
10.1080/00397911.2010.525334
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient Knoevenagel condensation method for the synthesis of trisubstituted electrophilic alkenes was developed using lipase as a biocatalyst. Knoevenagel condensation was performed using the conventional method and using lipases (Aspergillus oryzae or Rhizopus oryzae) as biocatalysts, and reaction time, reaction temperature, yield, and recyclability were compared. Using a lipase as a biocatalyst eliminated the need for bases such as piperidine and pyridine. A wide range of aromatic aldehydes and ketones readily undergo condensation with active methylene compounds. The workup procedure is also very simple, and yields of the reactions are in the range of 75% to 95%. Both the biocatalysts were effectively recycled four times with no major decrease in the yield of product. The remarkable catalytic activity and reusability of lipase widens its applicability in Knoevenagel condensation with good to excellent yields for synthesis of trisubstituted electrophilic alkenes.
引用
收藏
页码:412 / 423
页数:12
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