Issue 43, 2018

Visible light catalyzed synthesis of quinolines from (aza)-Morita–Baylis–Hillman adducts

Abstract

A mild and efficient protocol for the synthesis of quinoline scaffolds from (aza)-MBH adducts under visible light catalysis has been established. The reaction involves visible light catalyzed generation of amidyl radicals from (aza)-MBH adducts followed by intramolecular radical cyclization. The reaction exhibits a wide substrate scope, good functional group tolerance and high regioselectivity. This is the first example of utilizing (aza)-MBH adducts for the generation of amidyl radicals and synthesizing aza-heterocycles under visible light photoredox catalyzed reaction conditions.

Graphical abstract: Visible light catalyzed synthesis of quinolines from (aza)-Morita–Baylis–Hillman adducts

Supplementary files

Article information

Article type
Paper
Submitted
12 Sep 2018
Accepted
12 Oct 2018
First published
18 Oct 2018

Org. Biomol. Chem., 2018,16, 8155-8159

Visible light catalyzed synthesis of quinolines from (aza)-Morita–Baylis–Hillman adducts

A. K. Chaturvedi and N. Rastogi, Org. Biomol. Chem., 2018, 16, 8155 DOI: 10.1039/C8OB02260G

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