Issue 16, 2020

The silver catalyzed direct C–H functionalization of quinones with dialkyl amides

Abstract

DMA and other dialkylamides were successfully used as synthons for the C–H functionalization of quinones. This novel amidoalkylation reaction works with a variety of substituted quinones and dialkyl/alkyl amides, such as DMF, NMP and NMA, and the corresponding products were obtained in moderate to good yields. The amidoalkylation of quinones is demonstrated for the first time. A suitable mechanism and the synthetic utility of these compounds are demonstrated. The molecular docking of compound 5 with an Alzheimer's disease (AD) associated AChE target site was studied.

Graphical abstract: The silver catalyzed direct C–H functionalization of quinones with dialkyl amides

Supplementary files

Article information

Article type
Communication
Submitted
13 Feb 2020
Accepted
17 Mar 2020
First published
18 Mar 2020

Org. Biomol. Chem., 2020,18, 3027-3031

The silver catalyzed direct C–H functionalization of quinones with dialkyl amides

S. Pandaram, A. K. T. P. and A. Ilangovan, Org. Biomol. Chem., 2020, 18, 3027 DOI: 10.1039/D0OB00323A

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