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环境条件下脂肪族羧酸与乙酸碘苯和三碘化甲烷的碘代脱羧反应

Iodo-decarboxylation of Aliphatic Carboxylic Acids with PhI(OAc) and CHI under Ambient Conditions.

作者信息

Sakamoto Kyoka, Miyamoto Kazunori, Kubota Masataka, Matsunaga Tadafumi, Kamino Shinichiro, Uchiyama Masanobu

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya 464-8650, Japan.

出版信息

Org Lett. 2025 May 2;27(17):4469-4473. doi: 10.1021/acs.orglett.5c00924. Epub 2025 Apr 21.

Abstract

We have developed a mild and practical synthesis of primary, secondary and tertiary alkyl iodides by iododecarboxylation (decarboxylative iodination) of the corresponding carboxylic acids using (diacetoxyiodo)benzene and iodoform under ambient conditions. The method does not require heating or intense light irradiation and can be used to install iodine at the bridgehead position of strained cycloalkanes, as well as in a variety of alkanes with complex frameworks/functionalities.

摘要

我们已经开发出一种温和且实用的方法,可在环境条件下,使用(二乙酰氧基碘)苯和碘仿,通过相应羧酸的碘脱羧反应(脱羧碘化反应)合成伯、仲和叔烷基碘。该方法无需加热或强光照射,可用于在张力环烷烃的桥头位置引入碘,以及用于各种具有复杂骨架/官能团的烷烃。

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Chem Rev. 2021 Jan 13;121(1):412-484. doi: 10.1021/acs.chemrev.0c00813. Epub 2020 Nov 17.

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