光化学铁介导的配体-金属电荷转移对森田-贝利斯-希尔曼醋酸酯与脂肪酸脱羧烷基化的影响

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Dan Yang*, Yu-Tong Mei, Zi-Yi Guo, Qiu-Yao Hou, Hui Zhang, Yu-Xuan Zheng, Lin-Hai Jing*, De-Jun Cheng and Ming-Song Shi*, 
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引用次数: 0

摘要

羧酸是一种稳定且易于获得的化学原料,是通过脱羧过程构建C(sp3) -C (sp3)键的最佳和基本合成平台。我们提出了一种新颖实用的方案,通过光诱导铁介导的配体到金属电荷转移(LMCT)过程,在氧化还原-中性条件下,将森田-贝利斯-希尔曼酸酯与各种羧酸脱羧烷基化。该方法对多种羧酸,包括伯羧酸、仲羧酸和叔羧酸具有显著的耐受性,避免了对预活化自由基前体的要求。初步的机理分析表明,自由基途径参与了这种催化转化。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Decarboxylative Alkylation of Morita–Baylis–Hillman Acetates with Aliphatic Acids via Photochemical Iron-Mediated Ligand-to-Metal Charge Transfer

Decarboxylative Alkylation of Morita–Baylis–Hillman Acetates with Aliphatic Acids via Photochemical Iron-Mediated Ligand-to-Metal Charge Transfer

Carboxylic acids are bench-stable and readily available chemical feedstocks that function as optimal and fundamental synthetic platforms for the construction of C(sp3)–C(sp3) bonds via decarboxylation processes. We present a novel and practical protocol for the decarboxylative alkylation of Morita–Baylis–Hillman acetates with various carboxylic acids via a photoinduced iron-mediated ligand-to-metal charge transfer (LMCT) process under redox-neutral conditions. This method exhibits remarkable tolerance to a wide array of carboxylic acids, including primary, secondary, and tertiary carboxylic acids, obviating the requirement for preactivated radical precursors. The preliminary mechanistic analyses indicate that a radical pathway is involved in this catalytic transformation.

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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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