Synthesis of α-ketoamides <i>via</i> oxidative amidation of diazo compounds with <i>O</i>-benzoyl hydroxylamines as nitrogen source and the oxidant-Reference-Cited by-同舟云学术

Synthesis of α-ketoamides via oxidative amidation of diazo compounds with O-benzoyl hydroxylamines as nitrogen source and the oxidant

Published:2024 Issue:33 Volume:22 Page:6708-6712
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Chen Wenwen¹^ORCID,Zhang Xinyin¹,Wang Xinyu¹,Zhang EnXuan²,Wang Zu-Li³^ORCID,Jia Jianfeng¹^ORCID

Affiliation:

1. Key Laboratory of Magnetic Molecules & Magnetic Information Materials Ministry of Education, School of Chemical and Material Science, Shanxi Normal University, Taiyuan 030006, PR China

2. Fengcheng MediTech (Tianjin) Co., Ltd, Bld. 6, Zone C2, Binhai-Zhongguancun, Tianjin, 300457, P.R. China

3. College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, China

Abstract

An efficient method for the construction of an array of α-ketoamides has been described from readily available O-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use of CuI as a catalyst and H2O as oxygen source.

Funder

Natural Science Foundation of Shanxi Province

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D4OB00883A

Reference44 articles.

1. The Alpha Keto Amide Moiety as a Privileged Motif in Medicinal Chemistry: Current Insights and Emerging Opportunities

2. Introduction of the α-ketoamide structure: en route to develop hydrogen peroxide responsive prodrugs

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4. Highly Diastereo- and Enantioselective Organocatalytic Michael Addition of α-Ketoamides to Nitroalkenes

5. Discovery and Structure−Activity Relationship of P1−P3 Ketoamide Derived Macrocyclic Inhibitors of Hepatitis C Virus NS3 Protease