Synthesis and Mass Spectrometric Fragmentation of Dihydroisoindole Derivatives

Article abstract of DOI:10.1002/ardp.19893220708

C-8-substituted N-methyl-1,2,3,4-tetrahydroisoquinoline radical cations lose the complete substituent in a one step reaction giving rise to an unexpected ion at m/z 146, which is probably identical with the dihydroisoindolylmethyl-cation A.The dihydroisoindoles 1, 10, and 16 were prepared as potentially alternative precursors of ion A.Hovever, the ion at m/z 146 in their EI mass spectra is of very low intensity, so CID-experiments for structural comparison could not be performed.The electron impact induced fragmentations of 1, 10, and 16 are discussed.