钯催化2,5-二氢呋喃的氢胺羰基化反应

Palladium-catalyzed Hydroaminocarbonylation of 2,5-Dihydrofuran

以氯化钯为催化剂,三苯基膦为配体,对甲苯磺酸为助催化剂,通过2,5-二氢呋喃与具有不同取代基的芳香胺、一氧化碳的氢胺羰基化反应,合成了一系列四氢呋喃-3-甲酰胺类化合物。用IR、1HNMR、13CNMR、HRMS对产物进行了结构表征。并考察了不同芳香胺底物的适应性,当苯胺上的取代基为烷基、卤素、甲氧基以及硝基时,均能得到四氢呋喃-3-甲酰胺类衍生物,收率为54.3%～93.2%。

A series of tetrahydrofuran-3-carboxamide compounds were synthesized by hydroaminocarbonylation of 2,5-dihydrofuran with arylamines with different substituents and carbon monoxide using palladium chloride,triphenylphosphine and p-toluenesulfonic acid as catalyst,ligand and cocatalyst,respectively.The products were characterized by IR,1 HNMR,13 CNMR and HRMS.The anilines with the substituents including alkyl,halogen,methoxy and nitro groups were all tolerated in this transformation and gave corresponding tetrahydrofuran-3-carboxamides in moderate to good yields(54.3%~93.2%).