Litcius/Paper detail

<i>P</i>/<i>N</i>-Heteroleptic Cu(I)-Photosensitizer-Catalyzed [3 + 2] Regiospecific Annulation of Aminocyclopropanes and Functionalized Alkynes

Lailin Chen, Ya Li, Mingfeng Han, Yun Peng, Xiahe Chen, Siwei Xiang, Hong Gao, Tianhao Lu, Shu‐Ping Luo, Bingwei Zhou, Huayue Wu, Yun‐Fang Yang, Yunkui Liu

2022The Journal of Organic Chemistry16 citationsDOI

Abstract

We report here a regiospecific [3 + 2] annulation between aminocyclopropanes and various functionalized alkynes enabled by a P/N-heteroleptic Cu(I) photosensitizer under photoredox catalysis conditions. Thus, a divergent construction of 3-aminocyclopentene derivatives including methylsulfonyl-, arylsulfonyl-, chloro-, ester-, and trifluoromethyl-functionalized aminocyclopentenes could be achieved with advantages of high regioselectivity, broad substrate compatibility, and mild and environmentally benign reaction conditions.

Topics & Concepts

AnnulationChemistryPhotosensitizerRegioselectivityCatalysisTrifluoromethylCombinatorial chemistryOrganic chemistryPhotochemistryAlkylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms