Difluoroacetic Acid as a New Reagent for Direct C-H Difluoromethylation of Heteroaromatic Compounds

Truong Thanh Tung; Søren Brøgger Christensen; John Nielsen

doi:10.1002/chem.201704261

Difluoroacetic Acid as a New Reagent for Direct C-H Difluoromethylation of Heteroaromatic Compounds

Truong Thanh Tung, Søren Brøgger Christensen, John Nielsen

LUKKET: Institut for Lægemiddeldesign og Farmakologi

34 Citationer (Scopus)

Abstract

A technically simple procedure for direct C-H difluoromethylation of heteroaromatic compounds using off-the-shelf difluoroacetic acid as the difluoromethylating reagent has been developed. Mono-difluoromethylation versus bis-difluoromethylation is controlled as the result of the reaction temperature. The reactions described here enable access to the late-stage C-H mono- and bis-difluoromethylation for preparation of tool compounds for chemical biology and provide access to this hitherto untapped substituent for drug discovery.

Originalsprog	Engelsk
Tidsskrift	Chemistry: A European Journal
Vol/bind	23
Sider (fra-til)	18125-18128
ISSN	0947-6539
DOI	https://doi.org/10.1002/chem.201704261
Status	Udgivet - 22 dec. 2017

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10.1002/chem.201704261

Citationsformater

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title = "Difluoroacetic Acid as a New Reagent for Direct C-H Difluoromethylation of Heteroaromatic Compounds",

abstract = "A technically simple procedure for direct C-H difluoromethylation of heteroaromatic compounds using off-the-shelf difluoroacetic acid as the difluoromethylating reagent has been developed. Mono-difluoromethylation versus bis-difluoromethylation is controlled as the result of the reaction temperature. The reactions described here enable access to the late-stage C-H mono- and bis-difluoromethylation for preparation of tool compounds for chemical biology and provide access to this hitherto untapped substituent for drug discovery.",

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author = "{Thanh Tung}, Truong and Christensen, {S{\o}ren Br{\o}gger} and John Nielsen",

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AU - Thanh Tung, Truong

AU - Christensen, Søren Brøgger

AU - Nielsen, John

PY - 2017/12/22

Y1 - 2017/12/22

N2 - A technically simple procedure for direct C-H difluoromethylation of heteroaromatic compounds using off-the-shelf difluoroacetic acid as the difluoromethylating reagent has been developed. Mono-difluoromethylation versus bis-difluoromethylation is controlled as the result of the reaction temperature. The reactions described here enable access to the late-stage C-H mono- and bis-difluoromethylation for preparation of tool compounds for chemical biology and provide access to this hitherto untapped substituent for drug discovery.

AB - A technically simple procedure for direct C-H difluoromethylation of heteroaromatic compounds using off-the-shelf difluoroacetic acid as the difluoromethylating reagent has been developed. Mono-difluoromethylation versus bis-difluoromethylation is controlled as the result of the reaction temperature. The reactions described here enable access to the late-stage C-H mono- and bis-difluoromethylation for preparation of tool compounds for chemical biology and provide access to this hitherto untapped substituent for drug discovery.

KW - Journal Article

U2 - 10.1002/chem.201704261

DO - 10.1002/chem.201704261

M3 - Journal article

C2 - 28945302

SN - 0947-6539

VL - 23

SP - 18125

EP - 18128

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

ER -

Difluoroacetic Acid as a New Reagent for Direct C-H Difluoromethylation of Heteroaromatic Compounds

Abstract

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