Microwave-Promoted Palladium-Catalysed Oxyarylation of Dihydronaphthalene and Chromenes by o-Iodophenols and Its Acetates

作者：Leao Raquel A C; Pinho Vagner D; Coelho Artur S; Buarque Camilla D; Moraes Paula F; Alonso Diego A; Najera Carmen^*; Costa Paulo R R

来源：European Journal of Organic Chemistry, 2011, 2011(18): 3313-3316.

DOI：10.1002/ejoc.201100365

• Oxygen heterocycles
• Palladium
• Arylation
• Microwave chemistry

The oxyarylation of dihydronaphthalene (1a), two electron-rich (1b,c) and one electron-poor (2) chromenes with different o-iodophenols and their acetates 3a-h has been investigated by using either Pd(OAc)(2) (10 mol-%) as precatalyst and Ag(2)CO(3) as base in acetone as solvent or oxime palladacycle 5 as precatalyst and dicyclohexylamine as base in DMA/H(2)O. The reactions, which were strongly accelerated under microwave heating, afforded the best yields when electron-rich chromenes reacted with o-iodophenols substituted by electron-withdrawing groups in the presence Pd(OAc)(2) and Ag(2)CO(3). However, in the case of electron-poor chromenes the best yield was obtained with the electron-rich o-iodophenol 3g.

• 出版日期2011-6