Issue 17, 2020

Visible-light-mediated minisci C–H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant

Abstract

Herein, we report a protocol for direct visible-light-mediated Minisci C–H alkylation reactions of N-heteroarenes with 4-alkyl-1,4-dihydropyridines at room temperature with molecular oxygen as an oxidant. The protocol permits efficient functionalization of various N-heteroarenes with a broad range of cyclic and acyclic primary, secondary, and tertiary alkyl groups and is scalable to the gram level. This mild protocol uses an inexpensive, green oxidant and is suitable for late-stage C–H alkylation of complex nitrogen-containing molecules. We demonstrated its utility by preparing or functionalizing several pharmaceuticals and natural products.

Graphical abstract: Visible-light-mediated minisci C–H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
21 Jun 2020
Accepted
11 Aug 2020
First published
12 Aug 2020

Green Chem., 2020,22, 5599-5604

Visible-light-mediated minisci C–H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant

J. Dong, F. Yue, W. Xu, H. Song, Y. Liu and Q. Wang, Green Chem., 2020, 22, 5599 DOI: 10.1039/D0GC02111C

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