93961-60-5Relevant articles and documents
A simple route to new N(3)-substituted 5-aryl-2-(dialkylamino)-1,3- oxazolium salts and N(1)-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles
Moschny, Torsten,Hartmann, Horst
, p. 1981 - 1993 (1999)
In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5- aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl- substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)- 1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)2SO2. The new oxazolium salts 13 were converted to 1- substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4 OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AM1 calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.
ACID-CATALYZED DECOMPOSITION OF DIAZO CARBONYL COMPOUNDS. II. SYNTHESIS OF 2- OR 5-HETEROATOM-SUBSTITUTED OXAZOLES.
Ibata,Yamashita,Kashiuchi,Nakano,Nakawa
, p. 2450 - 2455 (2007/10/02)
The BF//3-catalyzed decomposition of m- and p-substituted alpha -diazoacetophenones in excess of methyl thiocyanate and ethyl thiocyanate gave the corresponding 2-methylthio-, and 2-ethylthio-5-aryloxazoles, respectively in good yields along with s-alkyl-
