Enantioselective Formation of 3-Substituted Indolinoazepines via Organocatalyzed Conjugate Addition of Indoloazepines to Propargyl Aldehyde

Abstract

An enantioselective Michael addition has been developed to give 3-substituted indolinoazepines by using indoloazepines as nucleophiles and propargyl aldehyde as electrophile under the promotion of a combination of a chiral secondary amine and trichloro acetic acid. By following the optimized protocol, a library of chiral indolinoazepines with a different substitution pattern was obtained in good to excellent yields and excellent enantioselectivities.