Author/Authors :
Nishiwaki، نويسنده , , Nagatoshi and Kamimura، نويسنده , , Ryuichiro and Shono، نويسنده , , Kimihiro and Kawakami، نويسنده , , Toshihiko and Nakayama، نويسنده , , Katsuhisa and Nishino، نويسنده , , Kohei and Nakayama، نويسنده , , Takayuki and Takahashi، نويسنده , , Keisuke and Nakamura، نويسنده , , Aki and Hosokawa، نويسنده , , Takahiro، نويسنده ,
Abstract :
A novel catalyst system of Pd(OAc)2–HFIP induces double-bond migration of allylbenzenes under mild conditions with low catalytic loading to afford 1-propenylbenzenes. The reaction shows a unique substituent effect that is highly dependent on the distance of substituents from the allylic moiety. Thus, the reactivity of substrates bearing a methyl group is ordered in para > meta > ortho, whereas it is entirely reversed as ortho > meta > para for methoxy and chloro substituents.