93961-59-2Relevant academic research and scientific papers
Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles
Rassadin, Valentin A.,Boyarskiy, Vadim P.,Kukushkin
supporting information, p. 3502 - 3505 (2015/07/28)
Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated α-oxo gold carbenes with various cyanamides R2R3NCN (R2/R3 = Alk/Alk, -(CH2)2O(CH2)2-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles functionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated in good to moderate yields.
Direct production of enaminones from terminal alkynes via rhodium-catalyzed reaction of formamides with N-sulfonyl-1,2,3-triazoles
Miura, Tomoya,Funakoshi, Yuuta,Tanaka, Takamasa,Murakami, Masahiro
, p. 2760 - 2763 (2014/06/09)
A rhodium-catalyzed reaction of formamides with N-sulfonyl-1,2,3-triazoles is developed to formulate a new one-pot procedure for the direct synthesis of α-amino enaminones from terminal alkynes.
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 (2007/10/03)
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-
