Issue 12, 2019

Catalyst-free direct cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates: an efficient approach to 1,2-diketones

Abstract

An efficient and convenient methodology for catalyst-free cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates in good yields was developed. This methodology exhibits a broad substrate scope and excellent functional group tolerance and offers a straightforward means to produce different heterocycles such as imidazoheterocyclic quinoxaline, imidazoheterocyclic hydantoin and imidazoheterocyclic α-keto ketamine under relatively mild conditions. Biological evaluation showed that the most potent compound 3m possesses significant in vitro antiproliferative activities against human-derived lung cancer cell lines with an IC50 value of 14.8 μM.

Graphical abstract: Catalyst-free direct cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates: an efficient approach to 1,2-diketones

Supplementary files

Article information

Article type
Paper
Submitted
14 Jan 2019
Accepted
26 Feb 2019
First published
26 Feb 2019

Org. Biomol. Chem., 2019,17, 3150-3158

Catalyst-free direct cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates: an efficient approach to 1,2-diketones

T. Guo, X. Fu, M. Zhang, Y. Li and Y. Ma, Org. Biomol. Chem., 2019, 17, 3150 DOI: 10.1039/C9OB00095J

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