4.4 Article

Candida antarctica lipase B-catalyzed the unprecedented three-component Hantzsch-type reaction of aldehyde with acetamide and 1,3-dicarbonyl compounds in non-aqueous solvent

Journal

TETRAHEDRON
Volume 67, Issue 14, Pages 2689-2692

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.01.045

Keywords

CAL-B; Hantzsch-type reaction; Acetamide; 1,4-dihydropyridines; Non-aqueous solvent; Enzyme-catalyzed

Funding

  1. National Natural Science Foundation of China [20704037, 20872130, 20874086]
  2. Zhejiang Provincial Natural Science Foundation [2009Y4080198, 2010-Z4090225]

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A direct approach to 1,4-dihydropyridines by lipase-catalyzed unprecedented three-component Hantzschtype reaction of aldehyde with 1,3-dicarbonyl compounds and acetamide in non-aqueous solvent has been developed. Some control experiments have been performed to demonstrate the specific catalytic effect of CAL-B. Acetamide was utilized as a novel ammonia source in the Hantzsch-type reaction for the first time. An array of 1,4-dihydropyridines was successfully synthesized through this methodology. (C) 2011 Elsevier Ltd. All rights reserved.

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