Metal-free oxidative functionalization of C(sp3)–H of ketones and alcohols for the synthesis of isoquinolinonediones

Abstract

A metal-free alkyl radical induced addition/cyclization reaction of acrylamide has been developed. The process involved C(sp³)–H bond cleavage, alkylation of the double bond, and intramolecular cyclization, which provides a new method for the synthesis of 4-substituted isoquinoline-1,3(2H,4H)-dione derivatives. In addition, the product can be easily transformed into tetrahydrofuro[2,3-c]isoquinolin-5(2H)-one derivatives in moderate yield.