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Fast‐atom bombardment mass spectrometric studies of trisubstituted 3a,4,5,11‐tetrahydro‐ 1,2,4‐oxadiazolo[5,4‐ d ][1,5]benzothiazepines
Author(s) -
Xu Jiaxi,
Wu Haitao,
Jin Sheng
Publication year - 1999
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19990530)13:10<908::aid-rcm584>3.0.co;2-i
Subject(s) - chemistry , benzothiazole , fast atom bombardment , ion , acridone , mass spectrometry , fragmentation (computing) , styrene , medicinal chemistry , ring (chemistry) , photochemistry , stereochemistry , organic chemistry , polymer , chromatography , computer science , copolymer , operating system
The fragmentation pathways of nineteen 1,3a,5‐trisubstituted 3a,4,5,11‐tetrahydro‐ 1,2,4‐oxadiazolo[5,4‐ d ][1,5]benzothiazepines have been studied with the aid of mass‐analyzed ion kinetic energy spectrometry and exact mass measurements using fast‐atom bombardment ionization. All compounds show a tendency to eliminate a neutral propene, or substituted or unsubstituted styrene, from the thiazepine ring to yield 1,2,4‐oxadiazolo[5,4‐ b ][1,3]benzothiazole ions, and further undergo reverse 1,3‐dipolar cycloadditions to give benzothiazole ions. The formation of stable conjugated fused tetracyclic systems, substituted 1,2,4‐oxadiazolo[5,4‐ f ]phenanthridine ions, was also observed. Copyright © 1999 John Wiley & Sons, Ltd.