15117-33-6Relevant academic research and scientific papers
One-pot Friedel-Crafts/Robinson-Gabriel synthesis of oxazoles using oxazolone templates
Keni, Manasi,Tepe, Jetze J.
, p. 4211 - 4213 (2005)
We report herein a one-pot synthesis of 2,4,5-trisubstituted oxazoles via a Friedel-Crafts/Robinson-Gabriel synthesis using a general oxazolone template. Treatment of the oxazolone template with a range of aromatic nucleophiles provided the highly substituted oxazoles in good yields.
Metal-Free sp3 C-H Functionalization: PABS/I2-Promoted Synthesis of Polysubstituted Oxazole Derivatives from Arylethanones and 2-Amino-2-alkyl/arylacetic Acid
Hu, Ting,Yan, Hao,Liu, Xingxing,Wu, Chaoyang,Fan, Yuxing,Huang, Jing,Huang, Guosheng
supporting information, p. 2866 - 2869 (2015/12/18)
A nonmetal-catalyzed process for the synthesis of polysubstituted oxazoles from inexpensive and readily available α-amino acids and methyl ketones is established. This reaction is proposed to achieve oxidative cleavage of C(sp3)-H bonds, followed by decarboxylation and annulation. The mild reaction conditions employed in both cases enable the tolerance of a wide range of functional groups as well as high reaction efficiency.
I2/TBHP-mediated domino process: A convenient route to 1,3-oxazole derivatives
Feng, Cheng-Tao,Zhao, Ming,Ma, Shi-Tang,Qin, Xia
, p. 3835 - 3841 (2013/10/22)
A practical and simple synthesis of 2,5-disubstituted oxazoles was developed via a TBHP (tert-butyl hydroperoxide)/I2-mediated domino strategy. The reaction proceeds in series, giving rise to the formation of an intermolecular C-N bond and an intramolecular C-O bond, which yield oxazole derivatives simultaneously. The reaction gave the desired products from readily available substrates under mild conditions.
Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles
Gao, Qing-He,Fei, Zhuan,Zhu, Yan-Ping,Lian, Mi,Jia, Feng-Cheng,Liu, Mei-Cai,She, Neng-Fang,Wu, An-Xin
, p. 22 - 28 (2013/01/15)
An I2-promoted sp3 C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C-H bond and the formation of C-N, C-O bonds.
Direct synthesis of 2,5-disubstituted oxazoles through an iodine-catalyzed decarboxylative domino reaction
Xu, Wei,Kloeckner, Ulrich,Nachtsheim, Boris J.
, p. 6065 - 6074 (2013/07/26)
An efficient iodine-catalyzed synthesis of highly substituted oxazoles is presented. Starting from readily available aryl methyl ketones, β-keto esters, or styrenes, in combination with α-amino acids as amine-containing coupling partners, the corresponding 2-alkyl-5-aryl- substituted oxazoles were obtained in up to 80% yield via a decarboxylative domino reaction.
Nickel-catalyzed direct C-H arylation and alkenylation of heteroarenes with organosilicon reagents
Hachiya, Hitoshi,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
scheme or table, p. 2202 - 2205 (2010/06/18)
"Chemical Equation Presented" Breaking the Si-lence: The direct crosscoupling of heteroarenes with aryl- or alkenylsilanes proceeds efficiently, in the presence of a nickel catalyst, to create a wide range of aryl- and alkenyl-heteroaryl bonds efficiently (see scheme; DMAc= N.N-dimethylacetamide, bpy = 2,2′-bipyridine). This catalysis represents a new avenue for using organosilanes in the catalytic C-H functionalization chemistry.
TBHP/I2-mediated domino oxidative cyclization for one-pot synthesis of polysubstituted oxazoles
Jiang, Huanfeng,Huang, Huawen,Cao, Hua,Qi, Chaorong
supporting information; experimental part, p. 5561 - 5563 (2011/02/25)
A facile type of one-pot, transition-metal-free domino process was developed for the synthesis of oxazoles. Thus, a variety of polysubstituted oxazoles were easily synthesized via t-BuOOH/I2-mediated domino oxidative cyclization from readily available starting materials under mild conditions.
Direct arylations on water: Synthesis of 2,5-disubstituted oxazoles balsoxin and texaline
Ohnmacht, Stephan A.,Mamone, Patrizia,Culshaw, Andrew J.,Greaney, Michael F.
, p. 1241 - 1243 (2008/12/21)
An efficient two-step palladium catalysed synthesis of 2,5-disubstituted oxazoles is reported. The Royal Society of Chemistry.
