Cascade cyclization for the synthesis of indolo[2, 1-α]isoquinoline derivatives via visible-light-induced halogen-atom-transfer (XAT) and hydrogen-atom-transfer (HAT). Issue 8 (10th February 2022)

• Record Type: Journal Article
• Authors: Ma, Na; Guo, Lin; Shen, Zheng-Jia; Qi, Dan; Yang, Chao; Xia, Wujiong
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 8(2022)
• Page Start: 1731
• Page End: 1737
• Publication Date: 2022-02-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob02480a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A metal-free photoredox cascade cyclization for the synthesis of indolo[2, 1-α]isoquinoline derivatives via XAT and HAT conditions is herein reported. Abstract : A transition metal-free photoredox cascade cyclization is herein reported. In this protocol, sustainable visible light was used as the energy source and organic light-emitting molecule eosin Y served as an efficient photocatalyst. A variety of easily available 2-aryl- N -acryloyl indoles can readily react with alkyl radicals, which are generated from organohalides and tertiary amines via either the halogen-atom-transfer (XAT) or the hydrogen-atom-transfer (HAT) process, furnishing the desired indolo[2, 1-α]isoquinoline derivatives in good to moderate yields. This protocol features broad substrate scope and good functional group tolerance under mild conditions.