1,3-DIPOLAR CYCLOADDITION REACTIONS OF NITRILE OXIDES AND NITRILE IMINES WITH 2-METHOXYVINYL PHENYL KETONE

被引：11

作者：

COUTOULIARGYROPOULOU, E

THESSALONIKEOS, E

机构：

[1] Laboratory of Organic Chemistry, University of Thessaloniki, Thessaloniki

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 02期

关键词：

D O I：

10.1002/jhet.5570280242

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrile oxides react regioselectively with 2-methoxyvinyl phenyl ketone 1 to give 4-benzoylisoxazoles 4 via elimination of methanol from the primary cycloadducts 3. After heating with an excess of nitrile oxide bis-cycloadducts 5 were also formed. Reactions of nitrile imines with 1 are less regioselective yielding both 4-benzoylpyrazoles 9 and 5-benzoylpyrazoles 10, whereas no bis-cycloadducts were isolated.

引用

页码：429 / 432

页数：4

共 22 条

[1]

ARGYROPOULOS NG, 1984, J CHEM RES-S, P362

[2]

AUWERS K, 1925, CHEM BER, V58, P528

[3] ISOXAZOLINE DERIVATIVES .6. REGIOSELECTIVITY IN 1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDES TO ALPHA,BETA-UNSATURATED KETONES [J].