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乙酰肼在钯催化的醛的可控C(sp)-H乙酰氧基化反应中的双重作用。

A dual role for acetohydrazide in Pd-catalyzed controlled C(sp)-H acetoxylation of aldehydes.

作者信息

Chen Juan, Bai Chaolumen, Tong XingWen, Liu Dan, Bao Yong-Sheng

机构信息

College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University Hohhot 010022 China

出版信息

RSC Adv. 2020 Mar 25;10(21):12192-12196. doi: 10.1039/d0ra01927e. eCollection 2020 Mar 24.

DOI:10.1039/d0ra01927e
PMID:35497595
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9050629/
Abstract

The palladium catalyzed aldehyde directed acetoxylation of C(sp)-H bonds was realized by a transient directing group approach for the first time. Crucial to the successful outcome of this reaction is the dual role of acetohydrazide as a directing group for the catalytic C(sp)-H activation process and as a protecting group for the CHO functional group. The applicable methodology exhibits good functional group tolerance and occurs readily under mild conditions.

摘要

首次通过瞬态导向基团方法实现了钯催化的醛导向的C(sp)-H键乙酰氧基化反应。该反应成功的关键在于乙酰肼作为催化C(sp)-H活化过程的导向基团和CHO官能团的保护基团的双重作用。该适用方法具有良好的官能团耐受性,且在温和条件下易于发生。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/65902e515eae/d0ra01927e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/57a33faa371c/d0ra01927e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/86e585e6ee97/d0ra01927e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/13f070a1efd5/d0ra01927e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/65902e515eae/d0ra01927e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/57a33faa371c/d0ra01927e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/86e585e6ee97/d0ra01927e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/13f070a1efd5/d0ra01927e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a74/9050629/65902e515eae/d0ra01927e-s4.jpg

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Palladium-Catalyzed β-C-H Arylation of Aliphatic Aldehydes and Ketones Using Amino Amide as a Transient Directing Group.
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Pd-Catalyzed Acetoxylation of γ-C(sp)-H Bonds of Amines Directed by a Removable Bts-Protecting Group.钯催化的由可去除 Bts 保护基导向的胺的γ-C(sp3)-H 键乙酰化反应。
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