Relay photocatalytic cascade reactions: synthesis of indolo[2,1-a]isoquinoline derivatives via double C(sp3)-H bond functionalization

Jian Cheng; Jin Xie; Chengjian Zhu

doi:10.1039/c7cc09820k

Relay photocatalytic cascade reactions: synthesis of indolo[2,1-a]isoquinoline derivatives via double C(sp³)-H bond functionalization

Chem Commun (Camb). 2018 Feb 14;54(13):1655-1658. doi: 10.1039/c7cc09820k. Epub 2018 Jan 29.

Authors

Jian Cheng¹, Jin Xie¹, Chengjian Zhu²

Affiliations

¹ State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China. xie@nju.edu.cn cjzhu@nju.edu.cn.
² State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China. xie@nju.edu.cn cjzhu@nju.edu.cn and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P. R. China.

PMID: 29376152
DOI: 10.1039/c7cc09820k

Abstract

A relay photoredox catalysis strategy concomitant with [1,5] hydrogen atom transfer has been applied in the construction of a biologically important indolo[2,1-a]isoquinoline framework via a cascade reaction. This reaction enables double C(sp³)-H bond functionalization and formation of two carbon-carbon double bonds from readily available starting materials in an efficient and step-economical manner.