Radical aminooxygenation of alkenes with N-fluoro-benzenesulfonimide (NFSI) and TEMPONa

被引:71
作者
Li, Yi [1 ]
Hartmann, Marcel [1 ]
Daniliuc, Constantin Gabriel [1 ]
Studer, Armido [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
CATALYZED INTERMOLECULAR AMINOACETOXYLATION; TRANSFER HYDROAMINATION; NITROGEN RADICALS; CENTERED RADICALS; OLEFINS; CYCLIZATIONS; GENERATION; FLUOROBENZENESULFONIMIDE; AMINOPALLADATION; CONSTRUCTION;
D O I
10.1039/c5cc00591d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of various alkenes with commercially available N-fluorobenzenesulfonimide (NFSI) and TEMPONa provides the corresponding aminooxygenation products inmoderate to good yields. Single electron transfer from readily generated TEMPONa to NFSI allows for clean generation of the corresponding bissulfonylamidyl radical along with TEMPO. N-radical addition to an alkene and subsequent TEMPO trapping provides the corresponding aminooxygenation product.
引用
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页码:5706 / 5709
页数:4
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