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高碘酸钠/2,2,6,6-四甲基哌啶氮氧化物作为一种用于胺氧化的选择性高效体系。

Sodium periodate/TEMPO as a selective and efficient system for amine oxidation.

作者信息

Galletti P, Martelli G, Prandini G, Colucci C, Giacomini D

机构信息

Department of Chemistry "G. Ciamician" University of Bologna Bologna 40126 Italy

出版信息

RSC Adv. 2018 Mar 7;8(18):9723-9730. doi: 10.1039/c8ra01365a. eCollection 2018 Mar 5.

DOI:10.1039/c8ra01365a
PMID:35540807
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9078700/
Abstract

A new metal-free protocol for promoting oxidation of amines in aqueous-organic medium was developed. NaIO and TEMPO as the catalyst emerged as the most efficient and selective system for oxidation of differently substituted benzyl amines to the corresponding benzaldehydes without overoxidation. Unsymmetrical secondary amines underwent selective oxidation only at the benzylic position thus realising an oxidative deprotection of a benzylic group with an easy amine recovery.

摘要

开发了一种用于促进水-有机介质中胺氧化的新型无金属方案。NaIO和TEMPO作为催化剂,是将不同取代的苄胺氧化为相应的苯甲醛而不会过度氧化的最有效和选择性最高的体系。不对称仲胺仅在苄基位置发生选择性氧化,从而实现苄基的氧化脱保护,并能轻松回收胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/979b/9078700/a576ac8c0c86/c8ra01365a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/979b/9078700/bfa04c8fb946/c8ra01365a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/979b/9078700/a576ac8c0c86/c8ra01365a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/979b/9078700/bfa04c8fb946/c8ra01365a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/979b/9078700/a576ac8c0c86/c8ra01365a-s1.jpg

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