26028-53-5Relevant academic research and scientific papers
A series of 2, 4, 5-trisubstituted oxazole: Synthesis, characterization and DFT modelling
Kadam, Vinay S.,Shaikh, Saminaparwin G.,Patel, Arun L.
, p. 181 - 188 (2016/03/12)
A new series of 2,4,5-trisubstituted oxazole were synthesized with good yields using simple methodology. All the compounds were thoroughly characterized by IR, NMR (1H and 13C) and mass spectrometry and structures of 2-(4-butyloxyphenyl)-4,5-dimethyloxazole (5b) and 4,5-dimethyl-2-(4-(octyloxy)phenyl)oxazole(5e) were unambiguously determined by X-ray crystallography. Evidently, the crystal structures of these compounds showed C-HaN and C-HaO intermolecular interactions. The electronic structures of these compounds were also studied by DFT at B3LYP/6-311G ++ level of theory.
A two-step, one-pot procedure using acid chlorides and propargyl amines to form tri-substituted oxazoles via gold-catalyzed cyclization
Tran-Dubé, Michelle,Johnson, Sarah,McAlpine, Indrawan
, p. 259 - 261 (2013/02/23)
2,4-Disubstituted-5-methyl oxazoles were prepared from a 2-step, 1-pot procedure using acid chlorides and propargyl amines. These conditions lead to the formation of propargyl amides in situ followed by AuCl3 catalyzed cyclization. We were inte
Tungsten and molybdenum catalyst-mediated cyclisation of N-propargyl amides
Meng, Xiangjian,Kim, Sunggak
, p. 4429 - 4431 (2011/07/29)
Tungsten and molybdenum catalysts were employed to promote the cyclisation of N-propargylic amides to afford the corresponding oxazolines or oxazines via 5-exo-dig or 6-endo-dig mode.
Synthesis of 2,4,5-Trisubstituted Oxazoles
Cai, Xiao-hua,Yang, Hai-jun,Zhang, Guo-lin
, p. 1569 - 1571 (2007/10/03)
2,4,5-Trisubstituted oxazoles were synthesized in good yields starting from α-methylene ketones by nitrosation, condensation with aldehydes and reduction with zinc in acetic acid at 40 deg C. (5-Methyl-2-phenyloxazol-4-yl)ethanol was prepared by reduction of ethyl (5-methyl-2-phenyloxazol-4-yl)acetate with LiAlH4.
A new approach to the synthesis of 2-aryl-4-halomethyl-5-methyl-1,3- oxazoles by highly regioselective direct halogenation with NBS or NCS/MeCN
Yamane, Taihei,Mitsudera, Hiroyuki,Shundoh, Takatsugu
, p. 2825 - 2832 (2007/10/03)
A simple and efficient method for the synthesis of 2-aryl-4-bromomethyl-5- methyl-1,3-oxazoles 2 and 2-aryl-4-chloromethyl-5-methyl-1,3-oxazoles 3 is described. The reaction of 2-aryl-4,5-dimethyl-1,3-oxazoles 1 with N-bromosuccinimide and N-chlorosuccini
The photochemistry of acyl azides - IX. Direct and sensitized photolytic generation of acylnitrenes for cycloaddition reactions
Clauss, Kai-Uwe,Buck, Karin,Abraham, Werner
, p. 7181 - 7192 (2007/10/02)
Contrary to ethoxycarbonylnitrene, selective reactions - including cycloadditions - can be carried out with benzoylnitrene. This study analyzes the sequence of reactivity of various bond types with respect to benzoylnitrene, which was generated by three different routes: direct photolysis of benzoyl azide, sensitization of azide decomposition via energy transfer, and photoinduced electron transfer. In all cases the same cycloadducts 23, 24, and 30 were obtained. Carbonyl activity determines the reactivity of unsaturated ketones and aldehydes with respect to benzoylnitrene.
Oxazoles from β-acyloxy-N,N-bis(trimethylsilyl)enamines
Cunico,Kuan
, p. 1945 - 1948 (2007/10/02)
Sequential addition of methyllithium and acyl chlorides to O-trimethylsilyl acetyltrimethylsilane cyanohydrin affords β-acyloxy-N,N-bis(trimethylsilyl)enamines which cyclize to 2-substituted-4,5-dimethyloxazoles under thermolysis or trimethylsilyl trifluoromethanesulfonate treatment.
A Convenient Synthesis of 2,4,5-Trisubstituted Oxazoles
Reddy, Gaddam Subba,Bhatt, M. Vivekananda
, p. 322 - 323 (2007/10/02)
Various 2,4,5-trisubstituted oxazoles (2) have been prepared from the ketoximes (1) in a single step, bei treating the latter with acid chlorides at 80-135 deg C for 8-36 hr.
