Organic Base-Mediated Carboxylation of (Hetero)aromatic Compounds Using Supercritical Carbon Dioxide (scCO2)

Lloyd C. Chetty; Hendrik G. Kruger; Per I. Arvidsson; Tricia Naicker; Thavendran Govender

doi:10.1055/a-1894-9073

Synthesis, Table of Contents

Synthesis 2022; 54(21): 4827-4833
DOI: 10.1055/a-1894-9073

paper

Organic Base-Mediated Carboxylation of (Hetero)aromatic Compounds Using Supercritical Carbon Dioxide (scCO₂)

Lloyd C. Chetty

^aCatalysis and Peptide Research Unit, University of KwaZulu Natal, Durban, 4001, South Africa

,

Hendrik G. Kruger

^aCatalysis and Peptide Research Unit, University of KwaZulu Natal, Durban, 4001, South Africa

,

Per I. Arvidsson

^aCatalysis and Peptide Research Unit, University of KwaZulu Natal, Durban, 4001, South Africa

^bScience for Life Laboratory, Drug Discovery & Development Platform & Division of Translational Medicine and Chemical Biology, Department of Medical Biochemistry and Biophysics, Karolinska Institutet, Stockholm, Sweden

,

Tricia Naicker

^aCatalysis and Peptide Research Unit, University of KwaZulu Natal, Durban, 4001, South Africa

,

Thavendran Govender ∗

^cDepartment of Chemistry, University of Zululand, Private Bag X1001, KwaDlangezwa 3886, South Africa

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Abstract

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Abstract

A straightforward site-selective method for the direct carboxylation of resorcinols (3-hydroxyphenol derivatives), phenols, and indoles is reported. The products were obtained in moderate to high yields using supercritical carbon dioxide as an electrophile and solvent under basic conditions. This method offers solvent and metal free conditions without the cumbersome exclusion of air or water with convenient purification.

Key words

supercritical carbon dioxide - Kolbe–Schmitt - C–H carboxylation - metal free - solvent free

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References

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