Issue 27, 2021

One-pot three-component coupling access to 1,2-dihydropyrrolo[1,2-a]pyrazine-1-phosphonates: multi-functionalization of a pyrazine unit

Abstract

A new pyrrolo[1,2-a]pyrazine chemical space with a poly-substituted pyrazine unit was readily accessed by Sc(OTf)3-catalyzed one-pot three-component coupling of a pyrrole derivative, amine, and trialkylphosphite under environment-friendly conditions. The formation of multiple bonds (two C–N and one C–P) via a domino process consisting of the chemoselective Kabachnik–Fields reaction and intramolecular cyclodehydration allowed for the construction of highly functionalized pyrazines.

Graphical abstract: One-pot three-component coupling access to 1,2-dihydropyrrolo[1,2-a]pyrazine-1-phosphonates: multi-functionalization of a pyrazine unit

Supplementary files

Article information

Article type
Paper
Submitted
06 May 2021
Accepted
10 Jun 2021
First published
10 Jun 2021

Org. Biomol. Chem., 2021,19, 6066-6084

One-pot three-component coupling access to 1,2-dihydropyrrolo[1,2-a]pyrazine-1-phosphonates: multi-functionalization of a pyrazine unit

J. H. Lee, S. H. Yoon, S. Nam and I. Kim, Org. Biomol. Chem., 2021, 19, 6066 DOI: 10.1039/D1OB00885D

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