Kai Duan, Xiaona Li, Yunqing Li
2012
Citations
1
Influential Citations
1
Citations
Journal
Chinese Journal of Organic Chemistry
Abstract
A series of α-amino-benzimidazole derivatives 1~5 were synthesized by reaction of α-amino acid with o-phenylenediamine under microwave irradiation. 1-(1H-Benzo[d]imidazol-2-yl)ethanamine (1) reacted with bromobutane forming mono-butyl, dibutyl and tributyl substituted benzimidazole 1a~1d; and the N-alkylated derivatives 1i~1g were synthesized by protection of amine group by Boc and then N-alkylation. The catalytic capability of the catalyst generated in situ from Ru(II) compound and obtained benzimidazole derivatives were evaluated in the transfer hydrogenation of ketones using iso-PrOH as hydrogen donor and solvent. The results revealed that catalyst generated in situ from RuCl2(PPh3)3 and ligands had moderate to high activity. The catalyst system with α-amino-benzimidazole derivative containing NH2 group is the most active and the highest TOF (turnover frequency) was up to 40200 h.