Spiro-cyclopropyl oxindoles are widely found in natural products and medicinal molecules.Herein,we report a highly stereo-and enantio–selective procedure for accessing this class of compounds via tertiary amine media...Spiro-cyclopropyl oxindoles are widely found in natural products and medicinal molecules.Herein,we report a highly stereo-and enantio–selective procedure for accessing this class of compounds via tertiary amine mediated cyclopropanation of ammonium ylides with the in-situ Heck reaction-generated 3-alkenyl indolones as the Michael receptors.This reaction features mild conditions,excellent enantioselectivity(up to 98%)and diastereoselectivity(up to 99:1),high atom-and step-economy,broad substrate scopes,and good functional group tolerance.Additionally,this scalable synthetic process could offer a novel strategy for the efficient synthesis of enantiopure spirocyclopropyl oxindoles.展开更多
In considerati on of the imports nee of n itrogen-contai ning heterocycles in both medicinal and material chemistry, herein, we intend to summarize the most recent advances about their synthesis by electrochemical deh...In considerati on of the imports nee of n itrogen-contai ning heterocycles in both medicinal and material chemistry, herein, we intend to summarize the most recent advances about their synthesis by electrochemical dehydrogenation.展开更多
文摘Spiro-cyclopropyl oxindoles are widely found in natural products and medicinal molecules.Herein,we report a highly stereo-and enantio–selective procedure for accessing this class of compounds via tertiary amine mediated cyclopropanation of ammonium ylides with the in-situ Heck reaction-generated 3-alkenyl indolones as the Michael receptors.This reaction features mild conditions,excellent enantioselectivity(up to 98%)and diastereoselectivity(up to 99:1),high atom-and step-economy,broad substrate scopes,and good functional group tolerance.Additionally,this scalable synthetic process could offer a novel strategy for the efficient synthesis of enantiopure spirocyclopropyl oxindoles.
基金the National Natural Science Foundation of China(Grant No.21871234)Zhejiang Provincial Natural Science Foundation of China for Distinguished Young Scholars(Grant No.LR15H300001)+1 种基金the Zhejiang Provincial Thousand-Talent ProgramZhejiang University of Technology for financial support.
文摘In considerati on of the imports nee of n itrogen-contai ning heterocycles in both medicinal and material chemistry, herein, we intend to summarize the most recent advances about their synthesis by electrochemical dehydrogenation.