香豆素-3-羧酸的脱羧碘化反应：3-碘香豆素的简便获取途径

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-07-19 DOI:10.1002/ajoc.202400308

Vandana Thotathil, Naheed Sidiq, Souha Idoudi, Raed Mohammed Al-Zoubi, Mohanad Gh. Shkoor, Abdulilah Dawoud Bani-Yaseen

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引用次数: 0

摘要

本文描述了一种将容易获得的香豆素-3-羧酸直接转化为相应的 3-碘香豆素的直接方案。加热香豆素-3-羧酸、分子碘和磷酸氢钾的乙腈溶液，可通过自由基机制使香豆素-3-羧酸发生脱羧碘化反应。各种富电子和贫电子香豆素-3-羧酸都与既定的反应条件相容，因此只需极少的纯化工作就能得到相应的 3-碘香豆素，反应产率为 46-93%。这些生成物可作为宝贵的前体，用于简化含有香豆素核心的更复杂有机化合物。

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Decarboxylative Iodination of Coumarin‐3‐carboxylic Acids: A Facile Access to 3‐Iodocoumarins

A straightforward protocol for the direct conversion of readily available coumarin‐3‐carboxylic acids to the corresponding 3‐iodocoumarins is described herein. Heating acetonitrile solution of coumarin‐3‐carboxylic acids, molecular iodine and potassium hydrogen phosphate resulted in the decarboxylative iodination of coumarin‐3‐carboxylic acids via radical mechanism. Various electron rich and electron poor coumarin‐3‐carboxylic acids were compatible with the established reaction conditions and consequently afforded the corresponding 3‐iodocoumarins in (46‐93%) reaction yields with minimum purification efforts. The formed products serve as valuable precursors to streamline more complex organic compounds incorporating coumarin core.

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.