Synthesis of axially chiral N-aryl benzimidazoles via chiral phosphoric acid catalyzed enantioselective oxidative aromatization

• Published in: New journal of chemistry Vol. 46; no. 14; pp. 6398 - 6402
• Main Authors: Chen, Jin-fang, Shi, Jin-yi, Yin, Cong-cong, Cui, Xin, Li, Guang-xun, Tang, Zhuo, Zhao, Jin-zhong
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 05.04.2022; Royal Society of Chemistry
• Subjects: Aromatic compounds; Chemistry; Chemistry, Multidisciplinary; Enantiomers; Phosphoric acid; Physical Sciences; Science & Technology; BRONSTED ACID; ATROPISOMERS; TRANSFER HYDROGENATION; CONSTRUCTION; COMPLEXES; HYDRIDE

Given the great importance of N-substituted benzimidazoles in pharmaceutics, here N-aryl benzimidazoline produced in situ was used as a H-2 donor, which was converted to C-N axially chiral N-aryl benzimidazole by CPA-catalyzed enantioselective transfer hydrogenation of the in situ produced imine.