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铁(II)催化的 N-杂环的有氧仿生氧化。

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles.

机构信息

Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden.

Department of Natural Sciences, Mid Sweden University, 85170, Sundsvall, Sweden.

出版信息

Chemistry. 2021 Oct 1;27(55):13725-13729. doi: 10.1002/chem.202102483. Epub 2021 Sep 6.

DOI:10.1002/chem.202102483
PMID:34324754
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8518507/
Abstract

Herein, an iron(II)-catalyzed biomimetic oxidation of N-heterocycles under aerobic conditions is described. The dehydrogenation process, involving several electron-transfer steps, is inspired by oxidations occurring in the respiratory chain. An environmentally friendly and inexpensive iron catalyst together with a hydroquinone/cobalt Schiff base hybrid catalyst as electron-transfer mediator were used for the substrate-selective dehydrogenation reaction of various N-heterocycles. The method shows a broad substrate scope and delivers important heterocycles in good-to-excellent yields.

摘要

本文描述了在有氧条件下铁(II)催化的仿生 N-杂环氧化反应。该脱氢过程涉及多个电子转移步骤,灵感来自于呼吸链中发生的氧化反应。使用环境友好且廉价的铁催化剂和对苯二酚/钴席夫碱混合催化剂作为电子转移介质,实现了各种 N-杂环的底物选择性脱氢反应。该方法具有广泛的底物范围,能以良好至优异的收率得到重要的杂环化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/f82ace12d5a4/CHEM-27-13725-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/d994e919de73/CHEM-27-13725-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/1913cb8604fb/CHEM-27-13725-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/5f1cb2f5341b/CHEM-27-13725-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/c2ede072729d/CHEM-27-13725-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/e407821b3b30/CHEM-27-13725-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/b58309531e77/CHEM-27-13725-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/fff09c52623b/CHEM-27-13725-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/92eb05bed16a/CHEM-27-13725-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/f82ace12d5a4/CHEM-27-13725-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/d994e919de73/CHEM-27-13725-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/1913cb8604fb/CHEM-27-13725-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/5f1cb2f5341b/CHEM-27-13725-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/c2ede072729d/CHEM-27-13725-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/e407821b3b30/CHEM-27-13725-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/b58309531e77/CHEM-27-13725-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/fff09c52623b/CHEM-27-13725-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/92eb05bed16a/CHEM-27-13725-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ccf2/8518507/f82ace12d5a4/CHEM-27-13725-g014.jpg

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