使用高价碘（III）物种和 Selectfluor 通过活化环丙基酯无金属生成酰基氟化物。

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-09-06 DOI:10.1002/ajoc.202400398

Eun-sol Choi, Hyo-Jun Lee, Maruoka Keiji

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引用次数: 0

摘要

利用高价碘（III）和 Selectfluor 生成酰氟中间体，开发了一种活化非活化环丙基酯的高效方法。根据原位转化过程中使用的亲核体，活性酰氟中间体可顺利转化为各种官能团，如酰胺、酯、硫代酯和酮。利用 Selectfluor 的碘代烯烃氧化过程，活化从化学计量法改进为催化法。此外，该活化技术还可在存在其他酯分子的情况下，对目标环丙基酯进行化学选择性活化。

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Metal‐Free Generation of Acyl Fluorides via Activation of Cyclopropyl Esters using a Hypervalent Iodine(III) Species and Selectfluor.

An efficient method for the activation of non‐activated cyclopropyl esters is developed using a hypervalent iodine(III) species and Selectfluor for the generation of acyl fluoride intermediates. The reactive acyl fluoride intermediate is smoothly transformed into various functional groups such as amides, esters, thioesters, and ketones depending on the nucleophile used in the in‐situ transformation. Utilizing the oxidation process of an iodoarene by Selectfluor, the activation is improved from a stoichiometric to catalytic protocol. Furthermore, the activation is employed in the chemoselective activation of target cyclopropyl ester in the presence of other ester moieties.

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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.