Mass-spectrometric investigation of the stereoisomers of 1-(3-phenyl-2-propynyl)-2-methyldecahydroquinolin-4-one(ol)

Lyuts, A. E.; Zamkova, V. V.; Agashkin, O. V.; Tarakov, S. A.; Пралиев, К. Д.

doi:10.1007/bf00663864

Cited by 2 publications

(1 citation statement)

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“…The respective ions are stabilized by conjugation (Scheme ), which in this case also makes formation of [M–C 4 H 9 ] + favored although it was of minor importance in the corresponding 3,1,2‐O,N,P derivatives 1. This type of fragmentation is common for bicyclic N heterocycles8–12 and it has also been observed for some perhydro‐1,3‐oxazine derivatives 13, 14…”

Section: Resultsmentioning

confidence: 85%

Electron ionization mass spectra of phosphorus‐containing heterocycles. II. 1,2,3,4,4a,5,6,7,8,8a‐decahydro‐1,3,2‐benzodiazaphosphinine 2‐oxides

Martiskainen

Juhász

Zalán

et al. 2006

Rapid Comm Mass Spectrometry

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The electron ionization mass spectra of cis- and trans-fused 1,2,3,4,4a,5,6,7,8,8a-decahydro-1,3,2-benzodiazaphosphinine 2-oxides (1-17) were recorded, and the fragmentation pathways were established and compared with those of 1,4,4a,5,6,7,8,8a-octahydro-2H-3,1,2-benzoxazaphosphinine 2-oxides. In general, the mass spectral behaviors of the isomeric compounds were very similar and it was mostly impossible to differentiate them from each other on the basis of the relative abundances of their characteristic fragment ions. The compounds in which R(2) = Ph or OPh exhibited a series of common fragments, e.g. [R(2)H](+), R(2)PONHR(1(3)+), [M-C(3)H(7)](+) and [M-C(4)H(9)](+), the latter two ions being present in the spectra of only two of the derivatives with an N(CH(2)CH(2)Cl)(2) substituent on the P atom. When R(2) = Ph, numerous other alkyl radicals, alkenes and a cycloalkane were also ejected and these compounds also lost NH(2), NH(3), CH(3)N, CH(4)N or CH(3)NH(2). The compounds with an N(CH(2)CH(2)Cl)(2) substituent on the P atom most closely resembled their 3,1,2-O,N,P analogs in respect of the dominant role of this substituent.

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Section: Resultsmentioning

confidence: 85%