5157-62-0Relevant academic research and scientific papers
Palladium-Catalyzed, Silver-Assisted Direct C-5–H Arylation of 3-Substituted 1,2,4-Oxadiazoles under Microwave Irradiation
Li, Shan,Wan, Penghui,Ai, Jing,Sheng, Rong,Hu, Yongzhou,Hu, Youhong
supporting information, p. 772 - 778 (2017/03/11)
A direct C-5–H arylation of 3-substituted 1,2,4-oxadiazoles with aryl iodides in the presence of a palladium catalyst and silver acetate is reported. This method provides a rapid, reliable way to obtain versatile 3,5-diaryl-1,2,4-oxadiazole derivatives, which are common moieties of many biologically active molecules. The synthetic applications of this novel method have been demonstrated in the concise syntheses of Ataluren and a potent RET inhibitor Yhhu251. (Figure presented.).
Iron(III) Chloride/l-Proline as an Efficient Catalyst for the Synthesis of 3-Substituted 1,2,4-Oxadiazoles from Amidoximes and Triethyl Orthoformate
Kaboudin, Babak,Kazemi, Foad,Pirouz, Maryam,Khoshkhoo, Aysan Baharian,Kato, Jun-Ya,Yokomatsu, Tsutomu
, p. 3597 - 3602 (2016/10/18)
A general, facile, and efficient method is presented for the synthesis of 3-substituted 1,2,4-oxadiazoles from amidoximes and triethyl orthoformate. The procedure employs an iron(III) chloride/l-proline catalytic system and the 3-substituted 1,2,4-oxadiaz
Some regularities of the synthesis of ethyl 3-aryl-1,2,4-oxadiazole-5-carboxylates
Voronova,Baikov,Krasovskaya,Kolobov,Kofanov
, p. 1683 - 1686 (2015/02/02)
Features of amidoximes reactions with ethyl chlorooxalate in a wide range of solvents at the use of a number of bases were investigated. An efficient preparation method for ethyl 3-aryl-1,2,4-oxadiazole-5-carboxylates in acetonitrile in the presence of triethylamine was developed.
Cycloaddition of benzonitrile oxide to pyridazine, pyrimidine and pyrazine
Corsaro, Antonino,Perrini, Giancarlo,Pistara, Venerando,Quadrelli, Paolo,Gamba Invernizzi, Anna,Caramella, Pierluigi
, p. 6421 - 6436 (2007/10/03)
Cycloaddition of benzonitrile oxide to pyridazine affords an isolable mono-cycloadduct. In cycloadditions to pyrimidine and pyrazine the primary mono-cycloadducts are labile intermediates which undergo further cycloaddition affording isolable bis- and tris-cycloadducts.
SYNTHESIS OF TRIAZOLES AND OXADIAZOLES FROM 2-ARYL-3-PHENYL-4-IMINO-5-CYANO-3,4-DIHYDROPYRIMIDINES
Robev, Stefan K.
, p. 2903 - 2906 (2007/10/02)
2-Aryl-3-phenyl-4-imino-5-cyano-3,4-dihydropyrimidines I were transformed to 1,2,4-triazoles II,IV and 1,2,4-oxadiazoles III by treatment with hydrazine, arylhydrazines or hydroxylamine in yields up to 90percent.
