作者:B. A. Shainyan、V. I. Meshcheryakov、I. V. Sterkhova
DOI:10.1134/s107042801902009x
日期:2019.2
N-(2-Phenyl-1-piperidin-1-ylethylidene)tosylamide was synthesized by oxidative coupling of arenesulfonamides, acetylenes, and secondary amines. The reaction of phenylacetylene or propargyl alcohol with triflamide and piperidine under the same conditions unexpectedly gave N-[(1E)-piperidin-1-ylmethylidene]triflamide TfN=CHNC5H10 as a result of cleavage of the triple bond in the alkyne. A similar reaction
通过芳烃磺酰胺,乙炔和仲胺的氧化偶联合成N-(2-苯基-1-哌啶-1-基亚乙基)甲苯磺酰胺。在相同条件下,苯乙炔或炔丙醇与三氟化物和哌啶的反应出乎意料地得到了N -[(1 E)-哌啶-1-基亚甲基]三氟化物TfN = CHNC 5 H 10,是因为炔烃中的三键裂解。与苯甲酰基乙炔的类似反应得到(2 E)-1-苯基-3-哌啶-1-基丙-2-烯-1-酮,而三氟化物不反应。使用三氟化物钠盐获得一系列乙炔与三氟化物的加合物。尝试合成N苯甲酰基乙炔与三溴化物和哌啶或吗啉在Cu(OTf)2和过氧化氢的存在下反应生成的1 1-三氟甲酰基取代的类似物意外地产生了1-哌啶-1-基-或1-吗啉-1 -基甲亚胺。