Issue 9, 2016

A new synthetic approach to the imidazo[1,5-a]imidazole-2-one scaffold and effective functionalization through Suzuki–Miyaura cross coupling reactions

Abstract

We report herein a synthetic pathway to new 7-bromo-1-(4-methoxybenzyl)-5-methyl-imidazo[1,5-a]imidazole-2-one. The synthetic potential of this scaffold was demonstrated by displacing bromine by Suzuki–Miyaura cross-coupling reactions. A large panel of boronic acids (aryl, heteroaryl or vinyl) were easily introduced, giving access to a broad and diversified library of 1-(4-methoxybenzyl)-5-methyl-7-(substituted)-imidazo[1,5-a]imidazole-2-ones.

Graphical abstract: A new synthetic approach to the imidazo[1,5-a]imidazole-2-one scaffold and effective functionalization through Suzuki–Miyaura cross coupling reactions

Supplementary files

Article information

Article type
Paper
Submitted
01 Dec 2015
Accepted
05 Jan 2016
First published
08 Jan 2016

RSC Adv., 2016,6, 7229-7238

Author version available

A new synthetic approach to the imidazo[1,5-a]imidazole-2-one scaffold and effective functionalization through Suzuki–Miyaura cross coupling reactions

M. Loubidi, C. Pillard, A. El Hakmaoui, P. Bernard, M. Akssira and G. Guillaumet, RSC Adv., 2016, 6, 7229 DOI: 10.1039/C5RA25520A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements