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Mass spectrometry and pyrolytic decomposition of 2‐amino‐3′,4′,6‐trisubstituted isoflavones
Author(s) -
Hu Peifeng,
Li Yongfu,
Lu Yongquan,
Pihlaja Kalevi
Publication year - 1993
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210280206
Subject(s) - pyrolytic carbon , chemistry , decomposition , fragmentation (computing) , mass spectrometry , ion , medicinal chemistry , stereochemistry , organic chemistry , pyrolysis , chromatography , computer science , operating system
The 2‐aminoisoflavones studied exhibited some familiar fragmentation pathways, such as the formation of the retro‐Diels–Alder ions. However, substitutions at C(2), C(3′), C(4′) and C(6) induced some specific decompositions of both mass spectrometric and pyrolytic origin. Pyrolytic decompositions reverse to the Mannich reaction occurred with all compounds to variable extents. The three compounds with the (Me) 2 NSO 2 substitution at C(6) exhibited another type of pyrolytic reaction, namely the formation of products corresponding to ions of m / z 272, 300 and 314, depending on the type of substitution at C(3′). The occurrence of an interesting ‘ortho effect’, the elimination of the elements of CH 3 O from C(3′) and C(4′), was also established.