Reaction of 1,2-diketones with N,N-dimethylcyanamide in the presence of titanium(IV) chloride.
1,2-Diketones RCOCOR (R = Ph, p-tolyl, m- or p-anisyl, Me) undergo TiCl4-catalyzed [2 + 2] cycloaddn. to N,N-dimethylcyanamide with subsequent ring opening to give 1:1 adducts RCOCR:NCONMe2 and 1:2 adducts Me2NCON:CRCR:NCONMe2 (10). The structure of 10 (R = Ph) was established by X-ray anal.
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