Metal-Free Decarboxylative Cyanomethylation of β-Aryl/Heteroaryl Substituted α,β-Unsaturated Carboxylic Acids to γ-Ketonitriles

A decarboxylative cyanomethylation of β-aryl/heteroaryl substituted α,β-unsaturated carboxylic acids has been accomplished via C(sp<sup>3</sup>)-H activation of alkyl nitriles to afford diverse γ-ketonitriles by making use of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and <i>tert</i>-butyl hydroperoxide (TBHP). The present report offers a metal-free approach and is featured with a broad substitution pattern and functional group compatibility.

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Publication Details

Journal
Organic Letters
Published
2024-11-11
DOI
https://doi.org/10.1021/acs.orglett.4c03994
Citations
6
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.50

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article

Metal-Free Decarboxylative Cyanomethylation of β-Aryl/Heteroaryl Substituted α,β-Unsaturated Carboxylic Acids to γ-Ketonitriles

Shiv Chand, Saurabh Kumar, Krishna Nand Singh, Anup Sharma
6 citations
Organic Letters
Catalytic C–H Functionalization Methods
1.50
article

Metal-Free Decarboxylative Cyanomethylation of β-Aryl/Heteroaryl Substituted α,β-Unsaturated Carboxylic Acids to γ-Ketonitriles

Shiv Chand, Saurabh Kumar, Krishna Nand Singh, Anup Sharma
article en
6 citations

Abstract

A decarboxylative cyanomethylation of β-aryl/heteroaryl substituted α,β-unsaturated carboxylic acids has been accomplished via C(sp<sup>3</sup>)-H activation of alkyl nitriles to afford diverse γ-ketonitriles by making use of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and <i>tert</i>-butyl hydroperoxide (TBHP). The present report offers a metal-free approach and is featured with a broad substitution pattern and functional group compatibility.

Organic LettersVol. 26(46)
Banaras Hindu University (IN)
Council of Scientific and Industrial Research, India, Science and Engineering Research Board
Openalex Percentile: Top 19%
Catalytic C–H Functionalization Methods
1.50
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