Palladium-catalyzed benzannulation from alkynes and allylic compounds.
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.
Tsukada
Naofumi
N
Department of Materials Chemistry, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan. tsukada@aporg.che.tohoku.ac.jp
Sugawara
Shuichi
S
Nakaoka
Keiichiro
K
Inoue
Yoshio
Y