1,3-DIPOLAR CYCLOADDITIONS OF AZIDOALKYL-PHOSPHONATES TO ENAMINES - SYNTHESIS OF DELTA(2)-1,2,3-TRIAZOLINES AND TRIAZOLES

被引：29

作者：

PALACIOS, F

DERETANA, AMO

PAGALDAY, J

机构：

[1] Departamento de Química Orgánica, Facultad de Farmacia, Universidad del País Vasco, 01006 Vitoria

来源：

HETEROCYCLES | 1995年 / 40卷 / 02期

关键词：

D O I：

10.3987/COM-94-S83

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Amino-Delta 2-1,2,3-triazolines (3) and 1,2,3-triazoles (4) and (8) derived from aminoalkylphosphonates have been obtained in a regioselective fashion, by treating diethyl azidoalkylphosphonates (1) with enamines (2) and (6). Reaction of azidomethylphosphonate (1) with an excess of norbornadiene yields triazoline (10). This monoadduct undergoes nitrogen evolution and retro Diels-Alder reaction to give aziridine (11) and triazole (12), respectively.

引用

页码：543 / 550

页数：8

共 33 条

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