On the Reaction of Cyanamides with N-Alkylnitrilium and N,N-Dialkylcyanamidium Salts
نویسندگان
چکیده
N-Alkylnitrilium and N,N-dialkylcyanamidium salts 1 and 2 undergo ene reactions with cyanamides 4 to afford 2-azoniaallene salts 7 and 9 in which the N-alkylnitrilium salts 1 react as the ene, and the cyanamides 4 react as the enophile components. Competing with the ene reaction, N-alkylnitrilium salts 1 undergo [2++2+2] cycloaddition to furnish triazinium salts 8. 2-Azoniaallene salts react with alcohols to afford alkoxy amino derivatives 10 and 12, which yield iminium salts 11 and ketals/acetals upon further reaction with alcohols. The constitution of the 2-azoniaallene 7 and 9 and triazinium salts 8 was secured by elemental analyses and spectral properties (IR and NMR).
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