Radical Addition of 4-Hydroxyquinazolines and Alkylation of Quinones by the Electro-Induced Homolysis of 4-Alkyl-1,4-di­hydropyridines

Abstract

The formation of C(sp³)-centered radicals via the electro-­induced homolysis of 4-alkyl-1,4-dihydropyridines (alkyl-DHPs) is reported. The resulting alkyl radicals reacted with 4-hydroxyquinazolines or quinones to afford 2-alkyldihydroquinazolinones or alkylated quinones. A broad range of alkyl DHPs could be used as versatile radical precursors under electrolysis conditions. This alterative strategy provided a simple and effective pathway for the construction of C(sp²)–C(sp³) and C(sp³)–C(sp³) bonds under mild conditions.

Key words

electrochemistry - dihydropyridine - anodic oxidation - radical addition - catalyst-free

Publication History

Received: 06 December 2021

Accepted after revision: 11 January 2022

Accepted Manuscript online:
11 January 2022

Article published online:
04 March 2022

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