The cinnamate-based aminohalogenation provides an easy access to anti methyl 3-aryl-N-p-tosyl- and N-o-nosyl-aziridine-2-carboxylates

被引：21

作者：

Chen, DJ ^{[1
]}

Kim, SH ^{[1
]}

Hodges, B ^{[1
]}

Li, GG ^{[1
]}

机构：

[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

ARKIVOC | 2003年

关键词：

aminohalogenation; aziridine; cinnamate; haloamine;

D O I：

10.3998/ark.5550190.0004.c07

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first application of trans-alkyl cinnamate-based aminohalogenation to the synthesis of anti methyl 3-aryl-N-(p-toluene)sulfonylaziridine-2-carboxylates and anti methyl 3-aryl-N-(o-nitrobenzene) sulfonylaziridine-2-carboxylates was described. The synthesis was easily carried out by mixing alkyl cinnamate-derived haloamines with potassium carbonate in acetonitrile at room temperature. Good to excellent yields (83-97% for N-p-Ts and 75-94 % for N-o-Ns trans-aziridine2-carboxylates, respectively) have been achieved for 11 examples.

引用

页码：56 / 62

页数：7

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