22020-64-0Relevant academic research and scientific papers
An Efficient Synthesis of Functionalized 2 H -1,3,5-Oxadiazines via Metal-Carbenoid-Induced 1,2,4-Oxadiazole Ring Cleavage
Strelnikova, Julia O.,Rostovskii, Nikolai V.,Khoroshilova, Olesya V.,Khlebnikov, Alexander F.,Novikov, Mikhail S.
, p. 348 - 358 (2020/10/19)
A high-yielding method for the synthesis of 2 H -1,3,5-oxadiazines by rhodium(II)- or copper(II)-catalyzed reaction of 1,2,4-oxadiazoles with α-diazo esters has been developed. The reaction proceeds via attack of the metallocarbenoid on the oxadiazole N2 atom followed by ring opening/1,6-electrocyclization and enables the introduction of alkyl, aryl, oxy, and amino substituents into the 6-position and electron-withdrawing groups into the 2-position of 1,3,5-oxadiazine. The N2-attack and the N4-attack of the carbenoid cause different oxadiazole ring openings, which are controlled by the substitution at C5. The presence of a substituent at this position is a prerequisite for the N2-attack to occur, leading to the formation of 1,3,5-oxadiazines.
Improved microwave-mediated synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl) propionic acids and their larvicidal and fungal growth inhibitory properties
Neves Filho, Ricardo Antonio Wanderley,Da Silva, Cecilia Aguiar,Da Silva, Clecia Sipriano Borges,Brustein, Vanessa Passos,Navarro, Daniela Maria Do Amaral Ferraz,Dos Santos, Fabio Andre Brayner,Alves, Luiz Carlos,Cavalcanti, Marilia Gabriela Dos Santos,Srivastava, Rajendra Mohan,Carneiro-Da-Cunha, Maria Das Gracas
experimental part, p. 819 - 825 (2010/01/19)
The synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids from arylamidoximes and succinic anhydride under focused microwave irradiation conditions is described. The new synthetic method furnished the desired products in 2-3 min and good yields. Fur
