Copper(I)-Catalyzed Stereoselective Synthesis of 4-(Aminomethylene)-1,4-dihydroisoquinolin-3-ones from 4-Diazo-1,4-dihydroisoquinolin-3-ones and Thioamides
Abstract
High Resolution Image Download MS PowerPoint Slide A novel and efficient approach to synthesize 4-(aminomethylene)-1,4-dihydroisoquinolin-3-ones has been developed via a copper(I)-catalyzed coupling reaction between 4-diazo-1,4-dihydroisoquinolin-3-ones and thioamides. This method yields products in good to excellent quantities with remarkable stereoselectivity. Notably, primary and secondary thioamides consistently produce the desired compounds with the ( Z )-configuration, whereas tertiary thioamides lead to the formation of products with the ( E )-configuration. The versatility and selectivity of this protocol highlight its potential utility in organic synthesis.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Synthesis and Reactivity of Sulfur-Containing Compounds
Quinazolinone synthesis and applications
Publication details
- Journal / source
- ACS Omega
- Publisher
- American Chemical Society (ACS)
- Volume
- 11
- Issue
- 16
- Pages
- 24779–24790
- Publication date
- 15 April 2026
- Language
- EN