Tsukada Naofumi, Sugawara Shuichi, Nakaoka Keiichiro, Inoue Yoshio
Department of Materials Chemistry, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan.
J Org Chem. 2003 Jul 25;68(15):5961-6. doi: 10.1021/jo026857r.
Various alkynes reacted with allyl tosylates in the presence of palladium catalysts, giving polysubstituted benzenes with good to high regioselectivity. Pentasubstituted and trisubstituted benzenes were readily prepared by reaction of internal alkynes and terminal alkynes, respectively. The combination of allyl alcohols and p-toluenesulfonic anhydride could be utilized in place of isolated allyl tosylates. The cyclization of diynes with allyl tosylate afforded bicyclic compounds containing an aromatic ring.
各种炔烃在钯催化剂存在下与烯丙基甲苯磺酸酯反应，以良好至高区域选择性得到多取代苯。分别通过内炔烃和末端炔烃的反应可容易地制备五取代苯和三取代苯。烯丙醇和对甲苯磺酸酐的组合可用于替代分离的烯丙基甲苯磺酸酯。二炔烃与烯丙基甲苯磺酸酯的环化反应得到含有芳环的双环化合物。
