烯丙基硫叶立德参与的串联环化反应合成苯并吡喃衍生物

Synthesis of Benzopyran Derivatives via The Allylic Sulfur Ylide Mediated Tandem Annulations

以酯基烯丙基锍盐作为起始原料,在碱的作用下,与醌亚胺类化合物经氧杂[3+3]串联环化反应,以中等收率合成了一系列苯并吡喃衍生物。并进一步以对氨基(羟基)酚类化合物为底物,经原位氧化串联氧杂[3+3]环化反应,通过“一锅法”更为高效的实现了目标骨架的构建。代表产物的结构经X-ray单晶衍射确证,所有化合物的结构经^(1)H NMR,^(13)C NMR和HR-MS(ESI-TOF)表征。

In the presence of base,a series of benzopyran derivatives were facilely synthesized in medium yields via the allylic sulfur ylides mediated oxa-[3+3]tandem annulation with quinone imines,using crotonate-derived sulfonium salts as starting materials.Furthermore,using the p-amino-(hydroxyl)phenol as substrates,the target skeleton was constructed more efficiently through“one-pot”synthesis via in-situ oxidation tandem oxa-[3+3]annulation.The structure of the representative example was confirmed by X-ray ananlysis,and the obtained compounds were characterized by ^(1)H NMR,^(13)C NMR and HR-MS(ESI-TOF).