Comparison between unimolecular gas phase pyrolysis and electron impact fragmentation. Part II. The gas phase pyrolysis of tetralin and some related hetereocycles

Abstract

The thermal fragmentation of tetralin, chroman, isochroman, thiochroman, isothiochroman, 1,2,3,4-tetrahydroquinoline and 1,2,3,4-tetrahydroisoquinoline has been investigated and compared with the fragmentation under electron impact reported in the preceding paper. Many similarities as well as some differences are noted. As a result of this work a new synthesis of the o-quinodimethane-benzocyclobutene system has been developed and the reactions of the former isomer with unreactive dienophiles are reported.