256331-93-8

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 33458-08-1 1-(1,2-dibromoethyl)-4-methylbenzene 
• 1467-79-4 NCNMe₂ 
• 766-97-2 4-n-methylphenylacetylene 
• 33842-02-3 dichloromethylenedimethyliminium chloride 
• 256331-91-6 2-amino-1-p-tolyl-ethanone; hydrobromide 

Relevant academic research and scientific papers

Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles

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.

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

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.