Organocatalytic Asymmetric Synthesis of C−N Atropisomers with Pyrrole, Oxindole and Succinimide Scaffold

An asymmetric synthesis of C−N atropisomers with pyrrole, oxindole and succinimide moities was developed via organocatalytic desymmetric Michael addition of 3‐pyrrolyloxindole with prochiral N‐aryl maleimides. The C−N atropisomers were obtained in acceptable yields with high diastero‐ and enantioselectivities (>20 : 1 dr, up to >99 % ee). C−N Rotational energy barrier has also been determined. An asymmetric synthesis of C−N atropisomers with pyrrole, oxindole and succinimide moities was developed via organocatalytic desymmetric Michael addition of 3‐pyrrolyloxindole to prochiral N‐aryl maleimides. The C−N atropisomers were obtained in acceptable yields with high diastero‐ and enantioselectivities (>20 : 1 dr, up to 98 % ee). C−N Rotational energy barrier has also been determined.