Nitrosobenzene-Enabled Chiral Phosphoric Acid Catalyzed Enantioselective Construction of Atropisomeric N-Arylbenzimidazoles,Angewandte Chemie International Edition

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Nitrosobenzene-Enabled Chiral Phosphoric Acid Catalyzed Enantioselective Construction of Atropisomeric N-Arylbenzimidazoles
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-09-23 , DOI: 10.1002/anie.202111251
Qian-Jin An ₁ , Wang Xia ₁ , Wei-Yi Ding ₁ , Huan-Huan Liu ₁ , Shao-Hua Xiang ₁ , Yong-Bin Wang ₁ , Guofu Zhong ₂ , Bin Tan ₁

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A benzimidazole ring formation strategy for the synthesis of axially chiral N-arylbenzimidazoles by means of chiral phosphoric acid catalysis is presented. Two sets of conditions were developed to transform two classes of 2-naphthylamine derivatives into structurally diverse N-arylbenzimidazole atropisomers with excellent chemo- and regioselectivity as well as high levels of enantiocontrol.