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

Uttam Dutta; Arghya Deb; David Lupton; Debabrata Maiti

doi:10.1039/c5cc07799k

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

Uttam Dutta, Arghya Deb, David Lupton, Debabrata Maiti

School of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

49 Citations (Scopus)

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

Original language	English
Pages (from-to)	17744-17747
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	100
DOIs	https://doi.org/10.1039/c5cc07799k
Publication status	Published - 2015

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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",

author = "Uttam Dutta and Arghya Deb and David Lupton and Debabrata Maiti",

year = "2015",

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language = "English",

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journal = "Chemical Communications",

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T1 - The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil

AU - Dutta, Uttam

AU - Deb, Arghya

AU - Lupton, David

AU - Maiti, Debabrata

PY - 2015

Y1 - 2015

N2 - 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

AB - 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

UR - http://pubs.rsc.org/en/content/articlepdf/2015/cc/c5cc07799k

U2 - 10.1039/c5cc07799k

DO - 10.1039/c5cc07799k

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VL - 51

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EP - 17747

JO - Chemical Communications

JF - Chemical Communications

IS - 100

ER -

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

Abstract

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