A water-promoted catalytic hydrodecarboxylation of conjugated carboxylic acids under open air conditions at room temperature

Wang, Zhanyong; Yang, Tao; Wang, Kai‐Kai; Liu, Dongfang; Ma, Xueji; Wang, Nan; Liu, Hong; Sun, Aili; Liu, Hongxin

doi:10.1039/d3gc00351e

Green Chem.

2023

DOI: 10.1039/d3gc00351e

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A water-promoted catalytic hydrodecarboxylation of conjugated carboxylic acids under open air conditions at room temperature

Zhanyong Wang

Tao Yang

Kai‐Kai Wang

et al.

Abstract: A water-promoted DABCO-organocatalyzed hydrodecarboxylation of conjugated carboxylic acids has been developed, providing the corresponding decarboxylation products in good to excellent yields. This metal-, photocatalyst-, and oxidants-free protocol features high functional...

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2024

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Cited by 3 publications

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Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Teja,

Kolb,

Colonna

et al. 2024

Angewandte Chemie

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Deuterated and tritiated analogs of drugs are valuable compounds for pharmaceutical and medicinal chemistry. In this work, we present a novel hydrogen isotope exchange reaction of drugs using non‐directed homogeneous Pd‐catalysis. Aromatic C–H activation is achieved by a commercially available pyridine ligand. Using the most convenient and cheapest deuterium source, D2O, as the only solvent 39 pharmaceuticals were labelled with clean reaction profiles and high deuterium uptakes. Additionally, we describe the first application of non‐directed homogeneous Pd catalysis for H/T exchange on three different pharmaceuticals by using T2O as isotopic source, demonstrating the applicability to the synthesis of radiotracers.

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Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Teja,

Kolb,

Colonna

et al. 2024

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Teja,

Kolb,

Colonna

et al. 2024

Angew Chem Int Ed

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Decarboxylation and cross-coupling reactions of coumarin-3-carboxylic acid: A comprehensive review

Hooshmand,

Alavioon,

Saeb

et al. 2024

Tetrahedron

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A water-promoted catalytic hydrodecarboxylation of conjugated carboxylic acids under open air conditions at room temperature

Abstract: A water-promoted DABCO-organocatalyzed hydrodecarboxylation of conjugated carboxylic acids has been developed, providing the corresponding decarboxylation products in good to excellent yields. This metal-, photocatalyst-, and oxidants-free protocol features high functional...

Cited by 3 publications

References 76 publications

Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Deuteration and Tritiation of Pharmaceuticals by Non‐Directed Palladium‐Catalyzed C−H Activation in Heavy and Super‐Heavy Water

Decarboxylation and cross-coupling reactions of coumarin-3-carboxylic acid: A comprehensive review

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