Photo-induced energy transfer mediated O2-initiated deboronative generation of alkyl radicals from alkyl boronic acids and its application in radical Smiles rearrangement

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-04-04 DOI:10.1039/d5qo00323g

Jinpeng Wu, Yongsheng Tian, Xue Zhao, Shuai Liu, Liang Xu, Huanhuan Song

引用次数: 0

Abstract

A visible-light-induced, energy-transfer mechanism for O2-initiated deboronative generation of alkyl radical approaches from alkylboronic acids and guided to a Smiles rearrangement reaction has been developed. This protocol utilizes tetracoordinate boron (AQDAB) as an energy transfer photosensitizer and features mild conditions, a broad substrate scope, and excellent functional group compatibility, providing a facile method for synthesizing all-carbon quaternary center amide compounds.

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光诱导能量转移介导o2引发的烷基硼酸自由基的波解生成及其在自由基Smiles重排中的应用

我们开发了一种可见光诱导的能量转移机制，用于从烷基硼酸中生成烷基自由基的去势方法，并引导斯迈尔斯重排反应。该方案利用四配位硼（AQDAB）作为能量转移光敏剂，具有条件温和、底物范围广、官能团兼容性好等特点，为合成全碳季中心酰胺化合物提供了一种简便的方法。

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 Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.