对烷氧基酚的合成及其去芳构化后的合成应用

Synthesis of p-Alkoxy Phenol and Its Application after Dearomatization

以过渡金属钌(II)为催化剂,双三氟乙酰氧基碘苯(PIFA)为氧化剂,通过一步反应在烷氧基芳基醚对位选择性地实现羟基化,得到了对烷氧基苯酚(p-AOPs)类化合物.该类化合物去芳构化后,能方便地转化为醌单缩醛(QMAs),进一步与β-萘酚缩合可得到一些具有广泛应用前景的多环苯并呋喃化合物,为合成这类重要化合物提供了一种简洁可靠的途径.

p-Alkoxy phenol(p-AOPs) compounds were obtained by one-step selective hydroxylation of alkoxyl-aryl ethers with the transition metal ruthenium(II) as catalyst and [bis(trifluoroacetoxy)iodo]benzene(PIFA) as oxidant.These p-AOPs could be easily converted to quinone monoacetals(QMAs) after dearomatization.Condensation of the QMAs with β-naphthols provided polycyclic benzofurans which have a wide application prospect.The protocol established in this paper offered a facile and reliable way for the synthesis of these important compounds.