Reference

Processes for producing N,N'-difluorodiazoniabicycloalkane salts as nucleophilic fluorination agents

Processes for producing N,N'-difluorodiazoniabicycloalkane salts as nucleophilic fluorination agents. Umemoto, Teruo; Nagayoshi, Masayuki; Tomizawa, Ginjiro; Adachi, Kenji (Daikin Industries, Ltd.; Umemoto, Teruo; Nagayoshi, Masayuki; Tomizawa, Ginjiro; Adachi, Kenji, Japan). PCT Int. Appl. WO 9706170 A1 20 Feb 1997, 64 pp. DESIGNATED STATES: W: CA, CN, JP, US; RW: AT, BE, CH, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE.Some commonly used reagents like 182681-48-7 and 452-10-8 are used in this experiment. (Japanese). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C07D487-08. APPLICATION: WO 1996-JP2183 2 Aug 1996. PRIORITY: JP 1995-198814 3 Aug 1995; JP 1995-283343 31 Oct 1995. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Claimed is process for producing N,N'-difluorodiazoniabicycloalkane salts [I; R1-R5 = H, (un)substituted C1-6 alkyl or aryl; n = 0-2; X1, X2 = conjugated base of Bronsted acid] by reacting corresponding diazabicycloalkanes with F2 in the presence of a Bronsted acid or in the presence or absence of a base. I are useful as nucleophilic fluorination agents in org. syntheses. Thus, 1,4-diazabicyclo[2.2.2]octane was reacted with F2 in the presence of H2SO4 in (CF3)2CHOH to give 82% I (R1-R5 = H, n = 0, X1 = X2 = HSO4-). .