Facile Generation of Trideuteromethyl Radical from Alkylsilyl Peroxide and Subsequent Functionalization

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-08-22 DOI:10.1002/ajoc.202400382

Dr. Jiahao Liu, Jiachun Nie, Prof. Dr. Zhe Wang, Prof. Dr. Terumasa Kato, Prof. Dr. Yan Liu, Prof. Dr. Keiji Maruoka

引用次数: 0

Abstract

Cu- and Fe- catalyzed trideuteromethylation reactions using alkylsilyl peroxide as trideuteromethyl radical precursor are reported. The alkylsilyl peroxide was synthesized from acetone-d6 in a three-step sequence, and the reactions with various coupling partners afforded efficiently the corresponding N−CD₃, O−CD₃ and C−CD₃ bond formation products. The radical heptadeuteriopropylation using alkylsilyl peroxide prepared from butyric acid-d7 is also described.

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从过氧化烷基硅基中简便生成三氚甲基自由基并进行后续功能化处理

报告了以过氧化烷基硅烷为三氚甲基自由基前体的铜和铁催化三氚甲基化反应。过氧化烷基硅氧烷由丙酮-d6 通过三步顺序合成，与各种偶联剂的反应可有效地生成相应的 N-CD3、O-CD3 和 C-CD3 键形成产物。此外，还介绍了使用丁酸-d7 制备的过氧化烷基硅烷进行自由基庚代特丙基化反应的情况。

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

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.