Intermolecular reductive coupling of aliphatic ketones with alkynes and alkenes by BCN photocatalysts

IF 10.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Science China Chemistry Pub Date : 2024-09-23 DOI:10.1007/s11426-024-2226-5

Yanping Xia, Luyang Sun, Jiajia Cheng, Sibo Wang, Meifang Zheng, Xinchen Wang

引用次数: 0

Abstract

A photocatalytic process was developed for intermolecular reductive coupling of aliphatic ketones with alkynes/alkenes to furnish tertiary alcohols. Mechanistic studies support that boron carbonitrides (BCN) promote the single electron reduction of unactivated aliphatic ketones to generate ketyl radicals with visible light irradiation, which then react with alkynes and alkenes to afford the allylic and aliphatic alcohols, respectively. The heterogeneous photocatalytic system is compatible with diverse substrates including pharmaceutical-related molecules (43 examples) with reusability and scale-up experiments, verifying the complementary synthetic utility of this method to the homogeneous catalysts.

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BCN光催化剂催化脂肪族酮与炔烃和烯烃的分子间还原偶联

研究了脂肪族酮与炔烃/烯烃分子间还原偶联制备叔醇的光催化工艺。机理研究支持硼碳氮化物（BCN）在可见光照射下促进非活化脂肪族酮的单电子还原生成酮基自由基，并与炔烃和烯烃分别反应生成烯丙基和脂肪族醇。该非均相光催化体系与多种底物兼容，包括药物相关分子（43个例子），具有可重复使用性和放大实验，验证了该方法与均相催化剂的互补合成效用。

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

Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

7.30%

发文量

3787

审稿时长

2.2 months

期刊介绍： Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.