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通过三组分和四组分 C-H 功能化反应合成具有可扩展的腙导向基团的α-支链胺。

Synthesis of α-Branched Amines by Three- and Four-Component C-H Functionalization Employing a Readily Diversifiable Hydrazone Directing Group.

机构信息

Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States.

出版信息

Org Lett. 2021 Dec 17;23(24):9597-9601. doi: 10.1021/acs.orglett.1c03807. Epub 2021 Dec 9.

Abstract

Efficient syntheses of α-branched amines by three- and four-component C-H functionalization employing a diversifiable hydrazone directing group have been developed. The hydrazone in the α-branched amine products has been readily converted to multiple desirable functionalities such as a nitrile, a carboxylic acid, alkenes, and heterocycles using diverse heterolytic chemistry and homolytic transition metal- or photoredox-catalyzed processes. This study represents the first example of a four-component C-H functionalization reaction.

摘要

发展了一种可多样化的腙导向基团,通过三组分和四组分 C-H 官能化反应高效合成α-支链胺。在α-支链胺产物中的腙可以通过多种均裂化学和均裂过渡金属或光氧化还原催化过程,很容易转化为多种所需的官能团,如腈、羧酸、烯烃和杂环。这项研究代表了首例四组分 C-H 官能化反应。

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