Issue 11, 2016

Iodine-promoted sequential dual oxidative Csp3–H amination/Csp3–H iodination reactions: efficient synthesis of 1-iodoimidazo[1,5-a]pyridines

Abstract

An iodine-promoted sequential dual oxidative Csp3–H amination of aryl methyl ketones and Csp3–H iodination of pyridin-2-ylmethylamines have been realized for the first time. This simple and efficient approach constructed 1-iodoimidazo[1,5-a]pyridines in moderate to good yields. Based on the preliminary experimental results, a self-sequenced process featuring the iodination/Kornblum oxidation/dual amination/oxidation/iodination mechanism was proposed.

Graphical abstract: Iodine-promoted sequential dual oxidative Csp3–H amination/Csp3–H iodination reactions: efficient synthesis of 1-iodoimidazo[1,5-a]pyridines

Supplementary files

Article information

Article type
Research Article
Submitted
29 Jun 2016
Accepted
29 Aug 2016
First published
30 Aug 2016

Org. Chem. Front., 2016,3, 1430-1434

Iodine-promoted sequential dual oxidative Csp3–H amination/Csp3–H iodination reactions: efficient synthesis of 1-iodoimidazo[1,5-a]pyridines

Y. Wu, X. Geng, Q. Gao, J. Zhang, X. Wu and A. Wu, Org. Chem. Front., 2016, 3, 1430 DOI: 10.1039/C6QO00313C

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