One-pot multistep carboxylation–oxidation of cage compounds

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-01-13 DOI:10.1016/j.tet.2025.134472

Elena A. Ivleva, Yulia E. Khatmullina, Mikhail Yu. Skomorokhov, Yuri N. Klimochkin

引用次数: 0

Abstract

An efficient one-pot approach to the synthesis of substituted 3-hydroxyadamantane-1-carboxylic acids has been developed. The method is based on the sequential combination of carboxylation by the Koch-Haaf reaction and oxidation in the presence of HNO₃ in H₂SO₄ or H₂SO₄·SO₃ medium, which allows COOH and OH to be appended together into the adamantane skeleton in the same reaction vessel. Due to their diverse functionality, the obtained compounds can be used as building blocks for the synthesis of new adamantane compounds with a many field of applications.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.