122nd General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Grand Ballroom
Time 10월 18일 (목요일) 11:00~12:30
Code ORGN.P-62
Subject Synthesis of Oxazolylamines through Copper-catalyzed Electrophilic Amination with Organomegnesium Reagents
Authors Sangback Lee, Yunmi Lee*
Department of Chemistry, Kwangwoon University, Korea
Abstract Heteroaryl amines are prevalent compounds found in numerous pharmacologically active compounds and natural products. The classical approaches for the synthesis of heteroaryl amines involve Buchwald-Hartwig aminations, Ullmann-Goldberg coupling reactions, and transition-metal catalyzed oxidative coupling reactions using nucleophilic amines. Copper-catalyzed electrophilic amination using O-benzoylhydroxylamines as electrophilic amine sources can be an alternative route for forming C-N bonds. In this methodology, various organometallic reagents (e.g. organozincs, -magnesiums, -borons and -silicons) have been used as nucleophilic sources. In our study, we developed Cu-catalyzed one-pot electrophilic amination reaction of O-benzoylhydroxylamines with readily prepared heteroarylmagnesium reagents, which were generated in situ from the magnesation of oxazole derivatives with isopropylmagnesium chloride. The catalytic reaction in the presence of Cu(OAc)2 and ZnCl2 effectively provided a variety of oxazolylamine products with high yields.
E-mail bubo714@naver.com