Imidazole (I), Benzimidazole (IV) und Perimidine (VI) reagieren in Gegenwart von Kaliumhydroxid oder Kaliumfluorid mit Perfluorolefinen (II) zu N‐Fluoralkylazolen.
2001 amines amines (naphthalene compounds) Q 0810 47 -077 peri-Naphthylenediamines. Part 31. Study of Interconversions of 2,3-Dihydroperimidines and 1,8-Bis(dialkylamino)naphthalenes. Convenient Synthesis of 1,2,2,3-Tetramethyl-2,3-dihydroperimidine and a Monoisopropyl Analogue of the "Proton Sponge". -An efficient synthesis of title tetramethyldihydroperimidines (V) is presented, involving the cyclocondensation of diaminonaphthalenes (I) with acetone, followed by N-alkylation of the so formed dihydroperimidines (III). Further methylation of tetramethyl derivative (Va) under anhydrous conditions results in the formation of acyclic iminium salt (VI) instead of the expected cyclic pentamethylperimidinium salt. Reduction of the iminium salt (VI) provides access to the previously unknown monoisopropyl analogue (VII) of proton sponge. Reductive alkylation of diaminonaphthalenes (I) with HCHO-NaBH 4 represents a novel efficient access to N,N'-dimethyldihydroperimidines (XIV). -(OZERYANSKII, V. A.; FILATOVA, E. A.; SOROKIN, V. I.; POZHARSKII, A. F.; Russ. Chem. Bull. 50 (2001) 5, 846-853; Rostov State Univ., Rostov-on-Don 344090, Russia; EN)
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