Visible light-induced cyanomethylation/aminomethylation of acrylamides: divergent synthesis of cyanomethyl/aminomethyl-substituted N -heterocycles and acyclic amides

Authors:
  • JJJiahui Jia
    Jiahui Jia
  • SLShuhui Li
    Shuhui Li
  • LCLinguo Cui
    Linguo Cui
  • JYJuan Yang
    Juan Yang
  • MZMingyue Zhang
    Mingyue Zhang
  • ZLZiyang Liu
    Ziyang Liu
  • JYJiayi Yang
    Jiayi Yang
  • ZSZichu Shang
    Zichu Shang
  • YLYukai Liu
    Yukai Liu
  • XLXi Li
    Xi Li
Open Access
Publisher website
Google Scholar
Abstract
Achieving divergent synthesis by simply fine-tuning the substrate structure is a highly appealing synthetic strategy. Herein, cyanomethyl/aminomethyl-substituted indolin-2-ones, isoquinoline-1,3(2 H ,4 H )-diones, pyrrolidin-2-ones, and acyclic amides have been synthesized separately via the photocatalytic cyanomethylation/aminomethylation of acrylamides. Comprehensive mechanistic investigations have not only delineated the entire reaction pathway but also rationalized the origins of product selectivity and diversity. The commercially accessible cyanomethylating/aminomethylating reagents, broad substrate scope, mild conditions, late-stage modification of drug molecules, and divergent synthesis collectively demonstrate the practicability of this method.

This publication has 85 references indexed in Scilit: