Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters

An unprecedented and robust Pd/C catalytic platform has been introduced for regioselective hydrocarboxylation as well as carbonylative esterification of indoles with aliphatic alcohols employing oxalic acid as the CO precursor. The developed strategy efficiently enables the synthesis of diverse classes of indole-3-carboxylic acids and esters with excellent regioselectivity and good yields under mild reaction conditions. Notably, phosphine ligand-free conditions, utilization of economical and bench-stable oxalic acid as the C1 source, commercially accessible and reusable Pd/C as a catalyst, and gram scale applicability are the additional benefits of the established methodology.

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Publication Details

Journal
Organic Letters
Published
2025-09-19
DOI
https://doi.org/10.1021/acs.orglett.5c03216
Citations
3
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
1.61
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article

Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters

Pushkar Mehara, Pralay Das, Poonam Sharma, Ashish Kumar
3 citations
Organic Letters
Asymmetric Hydrogenation and Catalysis
1.61
article

Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters

Pushkar Mehara, Pralay Das, Poonam Sharma, Ashish Kumar
article en
3 citations

Abstract

An unprecedented and robust Pd/C catalytic platform has been introduced for regioselective hydrocarboxylation as well as carbonylative esterification of indoles with aliphatic alcohols employing oxalic acid as the CO precursor. The developed strategy efficiently enables the synthesis of diverse classes of indole-3-carboxylic acids and esters with excellent regioselectivity and good yields under mild reaction conditions. Notably, phosphine ligand-free conditions, utilization of economical and bench-stable oxalic acid as the C1 source, commercially accessible and reusable Pd/C as a catalyst, and gram scale applicability are the additional benefits of the established methodology.

Organic LettersVol. 27(39)
Institute of Himalayan Bioresource Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 15%
Asymmetric Hydrogenation and Catalysis
1.61
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