Silver-Catalyzed Markovnikov Addition Hydrofunctionalization of Terminal Alkynes: Synthesis of N-Enoxyimides and Oximes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-16 DOI:10.1021/acs.orglett.4c04180

Hafiz Noor, Shuwei Zhang, Xiaodong Jia, Pan Gao, Yu Yuan

引用次数: 0

Abstract

N-Enoxyimides are versatile and valuable synthetic synthons in modern organic synthesis and catalysis. Herein, a silver-catalyzed hydrooxyimidation of terminal alkynes that enables the synthesis of N-enoxyimides, has been demonstrated. The protocol features are simple, step- and atom-efficient, scalable, and exhibit a broad scope of functional group tolerance under mild conditions. A novel hydrolysis of the N-enoxyimides unexpectedly provides the corresponding aromatic oximes in 96% yield, showing the potential application of this strategy.

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在现代有机合成和催化过程中，N-烯氧酰胺是一种用途广泛的宝贵合成合成物。本文展示了一种银催化的末端炔烃氢氧基亚胺化反应，该反应可以合成 N-烯氧亚胺。该方法操作简单、步骤和原子效率高、可扩展，并且在温和的条件下具有广泛的官能团耐受性。通过对 N-enoxyimides 进行新颖的水解，意外地得到了相应的芳香族肟，收率高达 96%，显示了这一策略的潜在应用价值。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.