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AZEPINONES. PART 4.1,2 ELECTROCYCLIC AND CYCLOADDITION REACTIONS OF 1H-AZEPIN-3(2H)-ONES
McNab, Hamish,Monahan, Lilian C.
, p. 3169 - 3173 (2007/10/02)
Photolysis of the azepinone (2) gives the bicyclic photoproduct (5) in 64percent yield; this compound reverts cleanly to the starting material (2) on thermolysis in toluene.Cycloaddition reactions of the azepinones (1) or(2) with maleic anhydride generate the endo adducts (7) or (8), respectively, whereas treatment of (1) with acetylenic dienophiles gives rise tobenzenoid compounds after cleavige of the three-atom bridge.
