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无金属高价碘/ TEMPO介导的胺氧化反应及其反应途径的机理探究

Metal-free hypervalent iodine/TEMPO mediated oxidation of amines and mechanistic insight into the reaction pathways.

作者信息

Bansode Ajay H, Suryavanshi Gurunath

机构信息

Chemical Engineering & Process Development Division, CSIR-National Chemical Laboratory Dr Homi Bhabha Road Pune-411008 India

Academy of Scientific and Innovative Research (AcSIR) New Delhi 110 025 India.

出版信息

RSC Adv. 2018 Sep 14;8(56):32055-32062. doi: 10.1039/c8ra07451h. eCollection 2018 Sep 12.

DOI:10.1039/c8ra07451h
PMID:35547530
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9086218/
Abstract

A highly efficient metal free approach for the oxidation of primary and secondary amines to their corresponding aldehydes and ketones using PhI(OAc) in combination with a catalytic amount of TEMPO as an oxidizing agent is described. This protocol is rapid and provides diverse products under milder reaction conditions in excellent yields. In addition, the mechanistic study is well demonstrated by spectroscopic methods.

摘要

描述了一种高效的无金属方法，该方法使用PhI(OAc)与催化量的TEMPO作为氧化剂，将伯胺和仲胺氧化为相应的醛和酮。该方案反应迅速，在较温和的反应条件下能以优异的产率提供多种产物。此外，通过光谱方法很好地证明了其反应机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/42d36d16cfed/c8ra07451h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/7bbf2fec0a26/c8ra07451h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/a1baac374548/c8ra07451h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/ff2d7432fa9c/c8ra07451h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/4585d6e24166/c8ra07451h-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/56b6ae15df5c/c8ra07451h-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/48f3d10a5a7b/c8ra07451h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/5329ece017cc/c8ra07451h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/42d36d16cfed/c8ra07451h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/7bbf2fec0a26/c8ra07451h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/a1baac374548/c8ra07451h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/ff2d7432fa9c/c8ra07451h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/4585d6e24166/c8ra07451h-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/56b6ae15df5c/c8ra07451h-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/48f3d10a5a7b/c8ra07451h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/5329ece017cc/c8ra07451h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/50bb/9086218/42d36d16cfed/c8ra07451h-f3.jpg

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π-Conjugated Triazenes: Intermediates That Undergo Oxidation and Substitution Reactions.π-共轭三嗪：经历氧化和取代反应的中间体。
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