- Multicomponent Reaction of Z-Chlorooximes, Isocyanides, and Hydroxylamines as Hypernucleophilic Traps. A One-Pot Route to Aminodioximes and Their Transformation into 5-Amino-1,2,4-oxadiazoles by Mitsunobu-Beckmann Rearrangement
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Synthetically useful aminodioximes are prepared via a novel three-component reaction among Z-chlorooximes, isocyanides, and hydroxylamines by exploiting the preferential attack of isocyanides to nitrile N-oxides via a [3 + 1] cycloaddition reaction. The r
- Mercalli, Valentina,Massarotti, Alberto,Varese, Monica,Giustiniano, Mariateresa,Meneghetti, Fiorella,Novellino, Ettore,Tron, Gian Cesare
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p. 9652 - 9661
(2015/10/12)
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- An efficient one-pot synthesis of 5-(substituted amino)-1,2,4-thia- and -oxa-diazoles
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A general protocol for the synthesis of 5-(substituted amino)-1,2,4- thiadiazoles by the cyclocondensation reaction of amidoximes with N-substituted thioureas in the presence of KF/Al2O3, and of 5-(cyclohexylamino)-1,2,4-oxadiazoles with DCC in the presence of KF/Al 2O3 and thiourea, is described. The structures of the new compounds were elucidated by spectroscopic and physical data, and the crystal structure determination by X-ray diffraction of three examples.
- Dueruest, Yasar,Yildirim, Muhammet,Aycan, Asli
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experimental part
p. 235 - 239
(2009/08/07)
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