Metal-Free Decarboxylative Cyanomethylation of β-Aryl/Heteroaryl Substituted α,β-Unsaturated Carboxylic Acids to γ-Ketonitriles

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-11-11 DOI:10.1021/acs.orglett.4c03994

Shiv Chand, Saurabh Kumar, Anup Kumar Sharma, Krishna Nand Singh

引用次数: 0

Abstract

A decarboxylative cyanomethylation of β-aryl/heteroaryl substituted α,β-unsaturated carboxylic acids has been accomplished via C(sp³)-H activation of alkyl nitriles to afford diverse γ-ketonitriles by making use of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and tert-butyl hydroperoxide (TBHP). The present report offers a metal-free approach and is featured with a broad substitution pattern and functional group compatibility.

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β-芳基/杂芳基取代的 α、β-不饱和羧酸与 γ-酮腈的无金属脱羧氰甲基化反应

利用 1,8-二氮杂双环[5.4.0]十一-7-烯 (DBU) 和叔丁基过氧化氢 (TBHP)，通过烷基腈的 C(sp3)-H 活化，完成了 β-芳基/异芳基取代的 α,β-不饱和羧酸的脱羧氰甲基化反应，从而得到了多种 γ-酮腈。本报告提供了一种无金属方法，具有广泛的取代模式和官能团兼容性。

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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.