钯催化2,5-二氢呋喃的氢胺羰基化反应

Palladium catalyzed hydramamine carbonylation of 2,5-Dihydrofuran

摘要:

四氢呋喃-3-甲酸及其衍生物四氢呋喃-3-甲酰胺、四氢呋喃-3-甲腈等不仅为农药、医药等领域是一类重要的中间体，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%。

Abstract:

Tetrahydrofuran-3-formic acid and its derivatives, tetrahydrofuran-3-formamide and tetrahydrofuran-3-methonitrile are not only an important intermediate in pesticides and pharmaceuticals, such as palladium chloride as the catalyst, three phenyl phosphine as the ligand, p-toluene sulfonic acid as the promoter, and the hydramine carbonyl of aromatic amine and carbon monoxide through 2,5-dihytrofuran. A series of tetrahydrofuran -3- formamide compounds were synthesized by chemical reaction. The products were characterized by IR, 1HNMR, 13CNMR and HRMS. The adaptability of different aromatic amine substrates was investigated. When the substituents of aniline were alkyl, halogen, methoxy and nitro, the -3- formamide derivatives of tetrahydrofuran were obtained, and the yield was 54.3%~93.2%.