已经证明了通过炔丙醇与3-氧代酰胺的银(I)/碱促进的反应的呋喃-3-甲酰胺的新颖且容易的区域选择性合成。这一一锅方案通过级联亲核加成,分子内环化,消除和异构化反应,为多种三取代呋喃-3-羧酰胺提供了一种快速的合成方法。通过使用取代的炔丙醇,由3-氧代酰胺经C–N键断裂,通过Ag 2 CO 3促进的反应,具有高立体选择性的(Z)-烯胺酮。
Transformations of cotarnine chloride by the action of silver acetylides and alkynes
作者:Leonid G. Voskressensky、Alexander A. Titov、Reza Samavati、Tatiana N. Borisova、Elena A. Sorokina、Alexey V. Varlamov
DOI:10.1007/s10593-016-1884-9
日期:2016.5
Three-component reactions of cotarnine chloride with silver acetylides and methyl propiolate or ethynyl methyl ketone in acetonitrile, as well as two-component reactions of 5-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4,5-g]isoquinoline with alkynes in various solvents were studied. Performing them in 2,2,2-trifluoroethanol as the solvent, 10-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4
乙炔基氯化银与乙炔化银和丙酸甲酯或乙炔基甲基酮的三组分反应,以及5-苯基乙炔基取代的四氢[1,3]二氧戊并[4,5- g ]异喹啉与炔烃的二组分反应在各种溶剂中进行了研究。在2,2,2-三氟乙醇为溶剂中进行合成,可得到高产率的10-苯基乙炔基取代的四氢[1,3]二氧代[4,5- i ]-[3]苯甲唑啉。
Alkynylation of Cotarnine Hydrochloride by Ag(I) Acetylenides