Issue 8, 2011

Biocatalytic domino reaction: synthesis of 2H-1-benzopyran-2-one derivatives using alkaline protease from Bacillus licheniformis

Abstract

A novel BLAP (alkaline protease from Bacillus licheniformis) catalyzed synthesis of 2H-1-benzopyran-2-one derivatives was achieved by domino Knoevenagel/intramolecular transesterification reaction. The control of enzymatic chemoselectivity between Knoevenagel/intramolecular transesterification and Knoevenagel/intramolecular hemiketalization could be realized by adjusting parameters including solvent, water content and temperature. The products were obtained in acceptable yields. This BLAP catalyzed selective domino reaction provided an alternative synthetic method for 2H-1-benzopyran-2-one derivatives.

Graphical abstract: Biocatalytic domino reaction: synthesis of 2H-1-benzopyran-2-one derivatives using alkaline protease from Bacillus licheniformis

Supplementary files

Article information

Article type
Paper
Submitted
11 Nov 2010
Accepted
03 May 2011
First published
15 Jun 2011

Green Chem., 2011,13, 2048-2054

Biocatalytic domino reaction: synthesis of 2H-1-benzopyran-2-one derivatives using alkaline protease from Bacillus licheniformis

C. Wang, Z. Guan and Y. He, Green Chem., 2011, 13, 2048 DOI: 10.1039/C0GC00799D

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