Synthesis of 1,2-Diamines, 2-Imidazolidinones, and 2-Imidazolidinethiones from α-Halo Imines.-Vicinal diamino compounds such as (III) are prepared from the α-chloro imines (I) by azidation and subsequent reduction. They are cyclized with urea (IV) and carbon disulfide, yielding the title compounds (V) and (VII) respectively. - (DE KIMPE, N.; D'HONDT, L.; Synthesis (1993) 10, 1013-1017; Dep. Org. Chem., Fac. Agric. Appl. Biol. Sci., Univ., 9000 Gent, Belg.; EN)
Formation of α-Iminoketones and α-Diimines versus Favorskii Rearrangement Products from the Reaction of α,α'-Dibromoketones and Primary Amines.-Condensation of dibromoketones of type (I) with primary amines leads to iminoketones and diimines or Favorskii rearrangement products, depending on the nature of the substituents in bromoketones and the solvent used. The cyclic analogue (Xa) is converted into the amine ( XIa), while the molecule (Xb) gives the amine (XIb) and the rearranged amide (XIIb). Starting from dibromocyclohexanones, Favorskii rearrangement products are obtained exclusively.- (DE KIMPE, N.; D'HONDT, L.; MOENS, L.; Tetrahedron 48 (1992) 15, 3183-3208; Lab. Org. Chem., Fac. Agric. Sci., State Univ. Gent, B-9000 Gent, Belg.; EN)
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