Issue 50, 2019, Issue in Progress

Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines

Abstract

A multicomponent reaction giving easy and cheap access to a variety of bicyclic 5,5-fused hetero-rings has been developed. Then, an usual rearrangement of imidazo[1,5-a]imidazoles or imidazo[1,2-b]pyrazoles leading to bi-heterocyclic imidazo- and pyrazolo[1,5-a]pyrimidines in the presence of a specific amount of I2 in THF at room temperature has been achieved. This new method enables the hitherto unreported synthesis of functionalized imidazo- and pyrazolo[1,5-a]pyrimidines.

Graphical abstract: Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines

Supplementary files

Article information

Article type
Paper
Submitted
19 Jun 2019
Accepted
10 Sep 2019
First published
16 Sep 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 29051-29055

Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines

K. Gambouz, M. Driowya, M. Loubidi, Z. Tber, H. Allouchi, S. El Kazzouli, M. Akssira and G. Guillaumet, RSC Adv., 2019, 9, 29051 DOI: 10.1039/C9RA04609G

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