25220-22-8Relevant academic research and scientific papers
A Divergent Approach to Indoles and Oxazoles from Enamides by Directing-Group-Controlled Cu-Catalyzed Intramolecular C-H Amination and Alkoxylation
Yamamoto, Chiaki,Takamatsu, Kazutaka,Hirano, Koji,Miura, Masahiro
, p. 9112 - 9118 (2017/09/11)
A directing-group-controlled, copper-catalyzed divergent approach to indoles and oxazoles from enamides has been developed. The picolinamide-derived enamides undergo the intramolecular aromatic C-H amination in the presence of a Cu(OPiv)2 catalyst and an MnO2 oxidant to form the corresponding indoles in good yields. On the other hand, simpler aryl- or alkyl-substituted enamides are converted to the 2,4,5-trisubstituted oxazole frameworks via vinylic C-H alkoxylation under identical conditions. The copper catalysis can provide uniquely divergent access to indole and oxazole heteroaromatic cores of great importance in medicinal and material chemistry.
[3 + 2] Cycloaddition/Oxidative Aromatization Sequence via Photoredox Catalysis: One-Pot Synthesis of Oxazoles from 2H-Azirines and Aldehydes
Zeng, Ting-Ting,Xuan, Jun,Ding, Wei,Wang, Kuan,Lu, Liang-Qiu,Xiao, Wen-Jing
, p. 4070 - 4073 (2015/09/01)
A novel [3 + 2] cycloaddition/oxidative aromatization sequence via visible light-induced photoredox catalysis is disclosed. It provides a general synthetic route to 2,4,5-trisubstituted oxazoles from easily accessible 2H-azirines and aldehydes under mild reaction conditions. The potential of this strategy was further demonstrated by the rapid synthesis of a cyclooxygenase-2 inhibitor as well as the success of employing electron-deficient alkenes and imines as the reaction partners.
An efficient synthesis of trisubstituted oxazoles via chemoselective O-acylations and intramolecular Wittig reactions
Tsai, Yi-Ling,Fan, Yu-Shiou,Lee, Chia-Jui,Huang, Chan-Hui,Das, Utpal,Lin, Wenwei
supporting information, p. 10266 - 10268 (2013/10/22)
Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.
Potential Hypolipidemic Agents: Part I-Synthesis and Hypolipidemic Activity of Some 4-(2,5-Substituted oxazole-4-yl)phenoxyalkanoic Acid Derivatives
Shridhar, D. R.,Ram, Bhagat,Sarma, C. R.,Saxena, N. K.
, p. 860 - 864 (2007/10/02)
A series of 4-(2-aryl-5-alkyl-aryloxazol-4-yl)phenoxyalkanoic acid derivatives (VI, 1-32) have been synthesised by O-alkylation of the corresponding 2-aryl-4-(4-hydroxyphenyl)-5-alkyl/aryloxazoles (Va-g) and evaluated for their hypolipidemic activity in rats of Wistar strain.Several compounds in this series show hypolipidemic activity comparable with that of the standard drug clofibrate at 200 mg/kg (p.o) dose.
