Atropoenantioselective Arylation of 5‐Amino‐Isothiazoles with Methyl p‐Quinone Carboxylate

Isothiazole units exist in many natural products and pharmaceutics. Up to now, construction of isothiazole‐containing axially chiral biaryls has not been reported yet. Herein we disclose a chiral phosphoric acid catalyzed atropoenantioselective arylation of 5‐amino‐isothiazoles with methyl p‐quinone carboxylate. Various novel isothiazole‐containing axially chiral biaryls were achieved in moderate to good yields (up to 95%) with generally moderate to good enantioselectivities (up to 90% ee). In addition, the structure of one product was determined by an X‐ray crystal structural analysis and a plausible reaction mechanism was proposed. Atropoenantioselective arylation of 5‐amino‐isthiazoles with methyl p‐quinone carboxylate provided various isothiazole‐containing axially chiral biaryls with moderate to good yields in low to good enantioselectivities.