ELECTRON IMPACT STUDIES .37. SKELETAL-REARRANGEMENT FRAGMENTS IN MASS SPECTRA OF ALKYL AND ARYL ISOXAZOLES

被引：79

作者：

BOWIE, JH

KALLURY, RKM

COOKS, RG

机构：

[1] Department of Organic Chemistry, University of Adelaide, Adelaide, SA, 5001

[2] University Chemical Laboratory, Cambridge

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1969年 / 22卷 / 03期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1071/CH9690563

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The mass spectra of substituted isoxazoles are reported and discussed. The spectra of isoxazoles are strikingly different from those of oxazoles because the initial fragmentations of isoxazoles involve N-O bond fission. Specific skeletal-rearrangement processes are observed in many spectra, and it is proposed that they proceed through azirine and oxazole intermediates. Certain fragmentations have been studied by deuterium labelling. The hydrogens attached to an isoxazole ring do not randomize with the hydrogens of the methyl and phenyl substituents. © 1969, CSIRO. All rights reserved.

引用

页码：563 / &

共 37 条

[11] Claisen L., 1891, BER DTSCH CHEM GES, V24, P130
[12] STUDIES IN MASS SPECTROSCOPY .22. DECOMPOSITION OF SOME STABLE ALKYLIDENETRIPHENYLPHOSPHORANES UPON ELECTRON IMPACT . REACTIONS OCCURRING WITH AND WITHOUT DEUTERIUM/HYDROGEN SCRAMBLING IN LABELLED PHENYL RINGS
COOKS, RG
WARD, RS
WILLIAMS, DH
SHAW, MA
TEBBY, JC
[J]. TETRAHEDRON, 1968, 24 (08) : 3289 - &
[13] ALKALOIDS OF AUSTRALIAN RUTACEAE - HALFORDIA SCLEROXYLA .3. MASS SPECTROMETRY OF HALFORDINOL AND RELATED OXAZOLES
CROW, WD
HODGKIN, JH
SHANNON, JS
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1965, 18 (09) : 1433 - &
[14] D'Alcontres G. S., 1950, GAZZ CHIM ITAL, V80, P741
[15] DALCONTRES GS, 1960, GAZZ CHIM ITAL, V90, P1239
[16] DONAGHUE PF, 1968, THESIS U ADELAIDE
[17] DUNSTAN WR, 1891, J CHEM SOC, V59, P428
[18] GRUBB HM, 1963, MASS SPECTROMETRY OR, pCH10
[19] THE MECHANISM OF THE BENZIDINE REARRANGEMENT .3. THE REARRANGEMENT OF PARA,PARA'-DIDEUTEROHYDRAZOBENZENE
HAMMOND, GS
GRUNDEMEIER, W
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (09) : 2444 - 2446
[20] Iimura F., 1957, NIPPON KAGAKU ZASSHI, V78, P50

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