Mesoionic compounds—XIX: Mass spectral fragmentation patterns for some five‐membered systems containing oxygen, nitrogen and sulfur

Mesoionic compounds of the s-triazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, 1,2,3-thiadiazole, 1,3-thiazole and 1,3-dithiole systems all underwent deep-seated decomposition on electron-impact to small stable ions, determined to a large extent by the nature of the peripheral heteroatoms and the exocyclic substituent. In some instances fragmentation most probably involved an open-chain isomer of the cyclic system.

[1]  M. Šorm,et al.  Mesoionic compounds. XX. Cycloaddition reactions of pyrylium betaines , 1972 .

[2]  K. T. Potts,et al.  Mass spectra of some 1,2,4‐triazole derivatives , 1971 .

[3]  C. S. Barnes,et al.  Rearrangements in the electron‐impact induced fragmentation reactions of 5‐alkylthio‐1,3,4‐thiadiazolyl‐2‐amines , 1971 .

[4]  K. T. Potts,et al.  Mesoionic compounds. XI. Mesoionic compounds of the 1,2,3-triazole series , 1970 .

[5]  A. Katritzky,et al.  New route to tropones based on the 1,3-dipolar reactivity of heteroaromatic betaines , 1970 .

[6]  L. Kier,et al.  Molecular orbital approaches to the interpretation of organic mass spectra , 1970 .

[7]  V. Hanuš,et al.  Ein neues mesoionisches system mit sechsgliedrigem ring , 1970 .

[8]  M. Palmer,et al.  The mass spectra of sydnones , 1969 .

[9]  W. E. Thiessen,et al.  The structures of 4,4'‐dichloro‐3,3'‐ethylenebis‐sydnone and 3,3'‐ethylenebis‐sydnone , 1969 .

[10]  D. Cameron,et al.  Heterocyclic mesoionic structures, a novel class of monoamine oxidase inhibitors. II. Arylanhydro-1,2,3-thiadiazolium hydroxides. , 1969, Journal of medicinal chemistry.

[11]  J. Bowie,et al.  Mass spectra of sydnones , 1968 .

[12]  W. E. Thiessen,et al.  Molecular geometry and bonding in the sydnone ring , 1967 .

[13]  S. Roy,et al.  1,2,4-Triazoles. XVII. Meso-ionic compounds. 2. Derivatives of the s-triazole series , 1967 .

[14]  G. Milne,et al.  The structure of an N-carbamoyl derivative of 2-amino-delta-2-thiazoline. Mass spectrometry of 15N derivatives of 2-amino-delta-2-thiazoline. , 1967, Acta chemica Scandinavica.

[15]  C. Ainsworth.  1,3,4-Oxadiazole , 1965 .

[16]  C. Price,et al.  Thiabenzene. III. 1,2,4,6-Tetraphenylthiabenzene, its Rearrangement and Oxidation , 1962 .