Bi(OTf)3催化乙烯基硫醚对邻亚甲基苯醌的硫杂迈克尔加成反应合成邻羟基苄硫醚衍生物

以2-[羟基(苯基)甲基]苯酚类化合物和乙烯基硫醚为原料，1,2-二氯乙烷为溶剂，在Bi(OTf)₃催化下原位生成邻亚甲基苯醌， 而后与乙烯基硫醚发生选择性硫杂迈克尔加成反应构建邻羟基苄硫醚。该反应在30 ℃下搅拌3 h即可完成，目标产物收率78％~88％。该反应化学选择性好，底物适用范围广，底物中2-[羟基(苯基)甲基]苯酚类化合物苯环上具有不同吸电子和给电子取代基，对于苯基乙烯基硫醚和乙基乙烯基硫醚，该反应均可以顺利得到相应产物，并且可放大至克级规模反应。

Bi(OTf)3 catalyzed thia-Michaeladdition of vinyl thioethers to ortho-QinoneMethides: an efficient access toortho-hydroxybenzyl thioethers

In the present study, the Bi(OTf)₃ catalyzed thia-Michael addition to ortho-quinone methides for the synthesis of ortho-hydroxybenzyl thioethers with 2-［hydroxy(phenyl)methyl］ phenols and vinyl thioethers in 1,2-dichloroethane was developed. The reaction could be achieved at 30 ℃ for 3 h and the products were obtained in moderate to good yields (78%~88%). The prominent features of the present strategy are good chemical selectivity and with wide substrate scope. For 2-［hydroxy(phenyl)methyl］ phenols, electron-withdrawing groups and electron-donating groups on aromatic rings could react soothly to obtain corresponding products. Also, the reaction could be achieved with phenyl vinyl thioether and ethyl vinyl thioether. Furthermore, the reaction could be scaled up to multigram scale.