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5-Exo-dig Aminocylization/Hydroxyfluorination of Propargylic Carbamates
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2018-04-05
Antonio Arcadi, Marco Chiarini, Luana Del Vecchio, Fabio Marinelli

The unprecedented annulation/hydroxyfluorination of propargylic carbamates to give 4-fluoromethyl-4-hydroxy-oxazolidinones was investigated. The reaction was effectively promoted by NaHCO3 and/or silver catalysis. The peculiar behavior of propargylic carbamates bearing a chiral steroidal moiety is described. Extensions and limitations of the procedure with respect to urea derivatives, homopropargyl compounds, internal alkynes and one-pot transformations of propargylic alcohols with isocyanates are reported.



中文翻译:

5-丙炔基氨基甲酸酯的Exo-dig氨化/羟基氟化

研究了炔丙基氨基甲酸酯的空前的环化/羟基氟化,得到4-氟甲基-4-羟基-恶唑烷酮。NaHCO 3和/或银催化有效地促进了反应。描述了带有手性甾体部分的炔丙基氨基甲酸酯的特殊行为。据报道该方法在脲衍生物,高炔丙基化合物,内部炔烃和炔丙醇与异氰酸酯的一锅法转化方面的扩展和局限性。

更新日期:2018-04-06
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