Microwave‐Promoted Palladium‐Catalysed Oxyarylation of Dihydronaphthalene and Chromenes by  o ‐Iodophenols and Its Acetates | Zendy

Leão Raquel A. C. | Zendy; Pinho Vagner D. | Zendy; Coelho Artur S. | Zendy; Buarque Camilla D. | Zendy; Moraes Paula F. | Zendy; Alonso Diego A. | Zendy; Nájera Carmen | Zendy; Costa Paulo R. R. | Zendy

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

Author(s) -

Leão Raquel A. C.,

Pinho Vagner D.,

Coelho Artur S.,

Buarque Camilla D.,

Moraes Paula F.,

Alonso Diego A.,

Nájera Carmen,

Costa Paulo R. R.

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201100365

Subject(s) - chemistry , acetone , palladium , yield (engineering) , oxime , medicinal chemistry , solvent , base (topology) , catalysis , organic chemistry , mathematical analysis , materials science , mathematics , metallurgy

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 .

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