Enzymatic multicomponent reaction for simultaneous synthesis of two important scaffolds, pyridin-2-ones and alpha-alkylated nitriles

作者：Liu Zhi Qiang; Hu Yu Jing; Chen Xiao Yang; Wu Qi^*; Lin Xian Fu

来源：Tetrahedron, 2015, 71(4): 663-668.

DOI：10.1016/j.tet.2014.12.021

• Enzyme catalysis
• Multicomponent reactions
• Transfer hydrogenation
• Pyridin-2-one
• Alkylated nitrile

An efficient approach for the synthesis of highly substituted pyridin-2-one derivatives and alpha-alkylated nitriles through enzymatic multicomponent reaction (MCR) was developed. This MCR involved biomimetic reduction between 3,4-dihydropyridin-2-one and activated olefin, both of which were in situ generated in the Acylase Amano (AA)-catalyzed domino reaction starting from benzaldehyde, cyanoacetamide and ketone. A wide range of substituted benzaldehydes and ketones were accepted by this reaction. Both final products (pyridin-2-one derivatives and alpha-alkylated nitriles) were important skeletons and synthetic intermediates. The synthetic application of prepared alpha-alkylated nitrile was demonstrated by converting it into the corresponding alpha-alkyl-beta(2)-amino acid with high yield.

• 单位
  浙江大学