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Communication | Special issue | Vol 40, No. 1, 1995, pp.149-154
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S43
Formation of 2-Alkylaminooxazoles by the Rh2(OAc)4-Catalyzed Reaction of α-Diazocarbonyl Compounds in the Presence of Cyanamides

Kazuaki Fukushima and Toshikazu Ibata*

*Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan


The Rh2(OAc)4-catalyzed reaction of α-diazoacetophenones with N,N-dialkylcyanamides gave the corresponding 2-(N,N-dialkyIamino)-5-aryloxazoles in high yields. Although para-substituents of the diazoacetophenone and the N-alkyl groups of cyanamide did not affect the yields of the oxazole, unsubstituted and monosubstituted cyanamides gave the corresponding 2-aminooxazoles in low yields. 2-(N,N-Dialkylamino)-5-alkoxyoxazoles formed by the similar reaction of diazoacetates with N,N-dialkylcyanamides were found to be unstable upon isolation.