Visible‐Light‐Induced Intramolecular Double Dearomative Cycloaddition of Arenes. Issue 13 (24th February 2021)

• Record Type: Journal Article
• Authors: Zhu, Min; Xu, Hao; Zhang, Xiao; Zheng, Chao; You, Shu‐Li
• Is Part Of: Angewandte Chemie international edition. Volume 60:Issue 13(2021)
• Page Start: 7036
• Page End: 7040
• Publication Date: 2021-02-24
• Subjects: arene -- cycloaddition -- dearomatization -- indole -- photocatalysis; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202016899
• Languages: English
• ISSNs: 1433-7851

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. Abstract : The visible‐light‐induced intramolecular double dearomative cycloaddition of arenes is reported. The reactions are carried out under mild conditions and feature a wide substrate scope. A large array of polycyclic indoline derivatives is afforded via dearomative [4+2] or [2+2] cycloaddition pathways in high yields with exclusive diastereoselectivity.