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1,2-叠氮醇酯催化转化为α-酰胺基酮。

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones.

作者信息

Kim Yongjin, Pak Han Kyu, Rhee Young Ho, Park Jaiwook

机构信息

Department of Chemistry, POSTECH (Pohang University of Science and Technology), Pohang 790-784, Korea.

出版信息

Chem Commun (Camb). 2016 May 5;52(39):6549-52. doi: 10.1039/c6cc02063a.

DOI:10.1039/c6cc02063a
PMID:27103129
Abstract

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

摘要

在无外部氧化剂的情况下,1,2-叠氮醇的酯通过钌催化形成N-H亚胺并释放出氮气,随后酰基部分进行分子内迁移,转化为α-酰胺基酮。获得了多种α-酰胺基酮,并证明了可一锅法将其转化为相应的恶唑(或噻唑)。

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引用本文的文献

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α-Amidoaldehydes as Substrates in Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Synthesis of α-Amidoketones.α-酰胺醛作为铑催化分子间炔烃氢酰化反应的底物:α-酰胺酮的合成
Chemistry. 2020 Sep 10;26(51):11710-11714. doi: 10.1002/chem.202002478. Epub 2020 Jul 30.
2
In situ generation of N-unsubstituted imines from alkyl azides and their applications for imine transfer via copper catalysis.通过铜催化由烷基叠氮化物原位生成N-未取代的亚胺及其在亚胺转移中的应用。
Sci Adv. 2017 Aug 9;3(8):e1700826. doi: 10.1126/sciadv.1700826. eCollection 2017 Aug.