Chromium-catalyzed reductive alkylation of <i>N</i> -heteroarenes using alkyl formates as transfer hydroalkylation reagents

Alkyl formates are employed as transfer hydroalkylation reagents in the reductive alkylation of <i>N</i>-heteroarenes to saturated azacycles. This is achieved using a well-defined chromium catalyst and LiI as a promoter <i>via</i> the cleavage of the C-O σ-bond of the formate, generating a hydride nucleophile and an alkyl electrophile. The reaction produces volatile CO<sub>2</sub> as the only byproduct, making the method atom-efficient and environmentally friendly.

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Publication Details

Journal
Chemical Communications
Published
2025-12-02
DOI
https://doi.org/10.1039/d5cc06076a
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
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article

Chromium-catalyzed reductive alkylation of N -heteroarenes using alkyl formates as transfer hydroalkylation reagents

Anit Pal, Animesh Das, Asish Borah
Chemical Communications
Carbon dioxide utilization in catalysis
article

Chromium-catalyzed reductive alkylation of N -heteroarenes using alkyl formates as transfer hydroalkylation reagents

Anit Pal, Animesh Das, Asish Borah
article en

Abstract

Alkyl formates are employed as transfer hydroalkylation reagents in the reductive alkylation of <i>N</i>-heteroarenes to saturated azacycles. This is achieved using a well-defined chromium catalyst and LiI as a promoter <i>via</i> the cleavage of the C-O σ-bond of the formate, generating a hydride nucleophile and an alkyl electrophile. The reaction produces volatile CO<sub>2</sub> as the only byproduct, making the method atom-efficient and environmentally friendly.

Chemical CommunicationsVol. 62(3)
Indian Institute of Technology Guwahati (IN)
Openalex Percentile: Top 70%
Carbon dioxide utilization in catalysis
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