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CuCl·2HO/TBHP 介导的β-烯胺酮合成——叠氮乙烯与醛的偶联反应。

CuCl·2HO/TBHP mediated synthesis of β-enaminones coupling reaction of vinyl azides with aldehydes.

机构信息

School of Chemistry and Chemical Engineering, School of Life Science, Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing, 312000, Zhejiang, P. R. China.

School of Chemistry and Chemical Engineering, Zhejiang Engineering Research Center of Fat-soluble Vitamin, Shaoxing University, Shaoxing, 312000, Zhejiang, P. R. China.

出版信息

Org Biomol Chem. 2022 Mar 2;20(9):1952-1957. doi: 10.1039/d1ob02479e.

DOI:10.1039/d1ob02479e
PMID:35170603
Abstract

A facile and efficient oxidative functionalization of vinyl azides with aldehydes furnishing a diverse array of β-acylated enaminones was developed. The cross coupling was accomplished in the presence of CuCl·2HO/TBHP and produced the desired β-acylated enaminones in a ()-stereo-selective and atom-economic manner, which make this protocol particularly attractive. In the transformation, the new C-C and C-N bonds were formed a one-pot strategy including the process of radical addition and recombination.

摘要

发展了一种简便高效的烯基叠氮化物与醛的氧化官能化方法,可得到各种β-酰化烯胺酮。该交叉偶联反应在 CuCl·2HO/TBHP 的存在下进行,以 ()-立体选择性和原子经济性的方式得到了所需的β-酰化烯胺酮,这使得该方法特别有吸引力。在转化过程中,新的 C-C 和 C-N 键通过包括自由基加成和重组过程的一锅法形成。

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引用本文的文献

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Vinyl azides in organic synthesis: an overview.有机合成中的乙烯基叠氮化物:综述
RSC Adv. 2023 Jan 4;13(2):990-1018. doi: 10.1039/d2ra06726a. eCollection 2023 Jan 3.