One-pot synthesis of aziridines from vinyl selenones and variously functionalized primary amines

被引：35

作者：

Sternativo, Silvia ^{[1
]}

Marini, Francesca ^{[1
]}

Del Verme, Francesca ^{[1
]}

Calandriello, Antonella ^{[1
]}

Testaferri, Lorenzo ^{[1
]}

Tiecco, Marcello ^{[1
]}

机构：

[1] Univ Perugia, Sez Chim Organ, Dipartimento Chim & Tecnol Farmaco, I-06123 Perugia, Italy

来源：

TETRAHEDRON | 2010年 / 66卷 / 34期

关键词：

Aziridine; Vinyl selenone; Aza-Michael reaction; Ring-closure; Water; AZA-MICHAEL ADDITION; MOLECULAR-SIEVES; 4A; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; CONJUGATE ADDITION; RATE ACCELERATION; EPOXIDES; ALKENES; AMBERLYST-15; SELENOXIDES;

D O I：

10.1016/j.tet.2010.06.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Variously substituted aziridines were conveniently prepared by an aza-Michael Initiated Ring Closure (aza-MIRC) reaction starting from vinyl selenones and primary amines, aminoalcohols or diamines. The reactions proceed in very high yields at room temperature in toluene or water. A significant rate acceleration was observed under aqueous conditions. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6851 / 6857

页数：7

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