Trypsin-catalyzed multicomponent reaction: A novel and efficient one-pot synthesis of thiazole-2-imine derivatives.
The first Trypsin from porcine pancreas catalyzed a novel one-pot three-component reaction of α-bromoketone, primary alkylamines, and phenylisothiocyanate for the synthesis of thiazole-imine derivatives with high yields (up to 98%) in a short time under mild conditions. The results revealed that Trypsin exhibited excellent catalytic activity and great tolerance for broad substrates. This Trypsin-catalyzed three component convergent method provides a novel strategy for the synthesis of thiazole-2-imine derivatives and expands the promiscuous functions of enzymes in organic synthesis.
Department of Chemistry, Jinan University, Guangzhou 510632, China.
Junbin
J
Zhou
Department of Chemistry, Jinan University, Guangzhou 510632, China.
Xingtian
X
Huang
Department of Chemistry, Jinan University, Guangzhou 510632, China.
Zhuan
Z
Zhang
Department of Chemistry, Jinan University, Guangzhou 510632, China.
Ping
P
Song
Department of Chemistry, Jinan University, Guangzhou 510632, China. Electronic address: tlyq@jnu.edu.cn.
Yiqun
Y
Li
D000818:Animals; D001709:Biotechnology; D007097:Imines / Q000737:chemistry / Q000378:metabolism*; D017879:Isothiocyanates; D013552:Swine; D013844:Thiazoles / Q000737:chemistry / Q000378:metabolism*; D014357:Trypsin / Q000737:chemistry / Q000378:metabolism*
D007097:Imines; D017879:Isothiocyanates; D013844:Thiazoles; C005441:phenylisothiocyanate; D014357:Trypsin
Phenylisothiocyanate; Primary alkylamine; Promiscuity; Trypsin from porcine pancreas; α-bromoketone