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The Polonowski reaction of NBnMO (4) afforded tropone (10) and the novel isoindole 11 besides the expected products benzaldehyde and acetmorpholide, in a temperature-dependent ratio. The reaction proceeded via two primary carbenium–iminium ion intermediates, an exo-centered species 5 which underwent a benzylium–tropylium type rearrangement, and a ring-centered species 6, which reacted further to isoindole...
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