Visible-Light-Promoted Cyanoalkylation/Cyclization Cascade Reaction to Assemble Polyheterocycles in Continuous Flow

Shan Shan Zhu, Ji Kang Liu, Long Zhou Qin, Jian Wang, Xiu Duan, Xin Yuan, Jiang Kai Qiu, Kai Guo

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

This study describes a visible-light-induced cascade reaction for preparing cyanoalkyl-containing polyheterocycles initiated by the photoinduced radical cascade addition of N-arylacrylamide derivatives using cyclic oxime esters as radical sources followed by cyanoalkyl-mediated cyclization. This protocol features outstanding functional group compatibility, providing a variety of desired phenanthridine derivatives in moderate to good yields. Moreover, the application of a microflow technique enhanced these reactions compared with the equivalent batch reaction, significantly reducing reaction times to 10 min.

Original languageEnglish
Pages (from-to)2057-2068
Number of pages12
JournalJournal of Organic Chemistry
Volume88
Issue number4
DOIs
StatePublished - 17 Feb 2023

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