Photo‐triggered Intramolecular Radical Tandem Regioselective Alkylation/Cyclization of 1, 6‐Dienes with Redox‐Active Esters Enabled by an EDA Complex. Issue 1 (15th November 2022)

• Record Type: Journal Article
• Authors: Sun, Bin; Ling, Lan; Zhuang, Xiaohui; Yang, Lulu; Yin, Jieli; Jin, Can
• Is Part Of: Chinese journal of chemistry. Volume 41:Issue 1(2023)
• Page Start: 37
• Page End: 42
• Publication Date: 2022-11-15
• Subjects: Alkylation -- Cyclization -- EDA Complex -- Pyrrolidone -- Photocatalysis; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cjoc.202200516
• Languages: English
• ISSNs: 1001-604X

Abstract

Comprehensive Summary: A photocatalyst‐ and metal‐free radical tandem alkylation/cyclization between 1, 6‐dienes and redox‐active esters has been developed, affording a series of N ‐aryl pyrrolidine‐2‐ones in moderate to good yields. The transformation is driven by the formation of an electron‐donor‐acceptor (EDA) complex and a subsequent single electron transfer (SET) process. This photocatalyst‐free protocol features excellent regioselectivity, mild conditions and broad substrate scope, providing a facile access to 3‐alkyl‐3, 4‐dimethyl‐1‐phenylpyrrolidin‐2‐one. Abstract : A photocatalyst‐ and metal‐free radical tandem alkylation/cyclization between 1, 6‐dienes and redox‐active esters has been developed，which was driven by the formation of an electron‐donor‐acceptor (EDA) complex.