A highly efficient [3+2] cycloaddition of nitrile oxides and azomethine imines to N-vinylpyrroles

被引：28

作者：

Efremova, Mariia M. ^{[1
]}

Molchanov, Alexander P. ^{[1
]}

Stepakov, Alexander V. ^{[1
]}

Kostikov, Rafael R. ^{[1
]}

Shcherbakova, Victoriya S. ^{[2
]}

Ivanov, Andrey V. ^{[2
]}

机构：

[1] St Petersburg State Univ, Dept Chem, St Petersburg 198504, Russia

[2] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia

来源：

TETRAHEDRON | 2015年 / 71卷 / 14期

基金：

俄罗斯科学基金会;

关键词：

Pyrroles; Cycloaddition; Nitrile oxides; Azomethine imines; Stereoselectivity; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; ANTIMYCOBACTERIAL COMPOUNDS; DERIVATIVES; REACTIVITY; POLYMERS; DESIGN;

D O I：

10.1016/j.tet.2015.02.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Dipolar cycloaddition of various nitrile oxides to substituted N-vinylpyrroles proceed with high efficiency and selectivity with the formation of single isomer of 5-pyrrolyl-substituted isoxazoline. The reaction of N-vinylpyrroles with cyclic azomethine imines occurs regioselectively affording 7-(pyrrol-1-yl)- substituted pyrazolo[1,2-a]pyrazolones as a mixture of two diastereomers. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2071 / 2078

页数：8

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