Litcius/Paper detail

Visible‐Light‐Induced Intramolecular Double Dearomative Cycloaddition of Arenes

Min Zhu, Hao Xu, Xiǎo Zhang, Chao Zheng, Shu‐Li You

2021Angewandte Chemie19 citationsDOI

Abstract

Abstract Herein we report visible‐light‐induced intramolecular double dearomative cycloaddition of arenes. Compared with the well‐known photodimerization of arenes under ultraviolet irradiation, the current reactions are carried out under mild conditions and feature wide substrate scope. A large array of structurally‐diverse polycyclic indoline derivatives is afforded in high yields (up to 98 %) with exclusive diastereoselectivity (>20:1 dr) via dearomative [4+2] or [2+2] pathway.

Topics & Concepts

Intramolecular forceCycloadditionIndolineChemistryPhotochemistrySubstrate (aquarium)Combinatorial chemistryStereochemistryCatalysisOrganic chemistryGeologyOceanographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques