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温和条件下实用合成 2-碘代苯甲酸(IBA),避免使用危险的 2-碘代苯并氧杂环戊二烯(IBX)造成的污染。

Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

机构信息

Department of Medical Bioscience, Nagahama Institute of Bio-Science and Technology, 1266, Tamuracho Nagahama-shi, Shiga 526-0829, Japan.

College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.

出版信息

Molecules. 2021 Mar 27;26(7):1897. doi: 10.3390/molecules26071897.

Abstract

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

摘要

我们报道了一种方便实用的方法,用于制备非爆炸环状高价碘(III)氧化剂,这些氧化剂可用作温和条件下室温下在水溶液中使用 Oxone 的各种反应的高效有机催化剂和试剂。由此得到的 2-碘代苯甲酸(IBAs)可以通过在 80°C 或更低温度的温和条件下羟基的溶剂解衍生化,作为其他环状有机碘(III)衍生物的前体。这些连续的步骤非常可靠,可选择性地以优异的产率提供环状高价碘化合物,而不会受到有害的五价碘(III)化合物的污染。

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