Issue 100, 2015

The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil

Abstract

A radical based direct C–H iodination protocol for quinolines, quinolones, pyridones, pyridines, and uracil has been developed. The iodination occurs in a C3 selective manner for quinolines and quinolones. Pyridones and pyridines undergo C3 and C5 iodination, while dimethyl uracil undergoes C5 iodination. Scope of the method was demonstrated through the rapid synthesis of both electron rich as well as electron poor heteroaromatic iodides. The protocol was found to be scalable and general, while a mechanism has been proposed.

Graphical abstract: The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil

Supplementary files

Article information

Article type
Communication
Submitted
17 Sep 2015
Accepted
15 Oct 2015
First published
16 Oct 2015
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2015,51, 17744-17747

The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil

U. Dutta, A. Deb, D. W. Lupton and D. Maiti, Chem. Commun., 2015, 51, 17744 DOI: 10.1039/C5CC07799K

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