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无金属溶剂促进苄基仲胺与羟基自由基氧化生成硝酮

Metal-Free Solvent Promoted Oxidation of Benzylic Secondary Amines to Nitrones with HO.

作者信息

Granato Álisson Silva, Amarante Giovanni Wilson, Adrio Javier

机构信息

Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.

Chemistry Department, Federal University of Juiz de Fora, Sao Pedro, Juiz de Fora 36036-900, Brazil.

出版信息

J Org Chem. 2021 Oct 1;86(19):13817-13823. doi: 10.1021/acs.joc.1c01888. Epub 2021 Sep 16.

DOI:10.1021/acs.joc.1c01888
PMID:34528787
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8650016/
Abstract

An environmentally benign protocol for the generation of nitrones from benzylic secondary amines via catalyst-free oxidation of secondary amines using HO in MeOH or CHCN is described. This methodology provides a selective access to a variety of C-aryl nitrones in yields of 60 to 93%. Several studies have been performed to shed light on the reaction mechanism and the role of the solvent.

摘要

描述了一种环境友好的方法，即在甲醇或乙腈中使用过氧化氢通过仲胺的无催化氧化，从苄基仲胺生成硝酮。该方法提供了一种选择性合成各种C-芳基硝酮的途径，产率为60%至93%。已经进行了几项研究以阐明反应机理和溶剂的作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/69f4c2c589db/jo1c01888_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/a0910ceea999/jo1c01888_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/8dfdb2a18c6e/jo1c01888_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/c963500355a2/jo1c01888_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/63db21f485d8/jo1c01888_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/41226a6fbe86/jo1c01888_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/7d3e3c68b7a8/jo1c01888_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/69f4c2c589db/jo1c01888_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/a0910ceea999/jo1c01888_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/8dfdb2a18c6e/jo1c01888_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/c963500355a2/jo1c01888_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/63db21f485d8/jo1c01888_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/41226a6fbe86/jo1c01888_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/7d3e3c68b7a8/jo1c01888_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a420/8650016/69f4c2c589db/jo1c01888_0007.jpg

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A nitronyl nitroxide and its two 1D chain Cu-Tb complexes: synthesis, structures, and magnetic properties.一种氮氧自由基及其两种一维链状铜-铽配合物：合成、结构及磁性质。
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