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The microwave-activated reactions of (hydroxy(tosyloxy)iodo)benzene (HTIB) with various chromanones, thiochromanones and dihydroquinolones under solvent-free conditions have been studied. In addition to the common dehydrogenation reaction, 2,3-migration also has been observed in the case of flavanone and 2,2-disubstituted chromanones. 3-Tosyloxychromanones were isolated from the reaction of chromanone and 2-methylchromanone for the first time. Substrates with nucleophilic heteroatoms such as thiochromanones and 2-phenyl-2,3-dihydro-4- quinolone reacted by electrophilic attack of the heteroatom.

Microwave-induced, solvent-free transformations of benzoheteracyclanones by HTIB (Koser`s reagent)