Biomimetic hydrogenation of electron deficient olefins using in situ generated 2-arylbenzimidazoline: synthesis of novel 3-benzylbenzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones.

In the present study, 2-Arylbenzimidazoline generated in situ from reaction of aromatic aldehydes and o-phenylenediamine used as biomimetic reductive agents for reductive alkylation of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one for synthesis of novel 3-benzyl-2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones is described. The main benefits of this protocol include simplicity, reaction mildness, high yield, easy work up, and simple purification. The molecular structures were characterized by IR spectrophotometry, mass spectrometry, NMR spectroscopy, and elemental analysis.