Microwave Promoted Palladium-Catalyzed Oxyarylation of Dihydronaphthalene and Chromenes by o-Iodophenols and its Acetates

Microwave Promoted Palladium-Catalyzed Oxyarylation of Dihydronaphthalene and Chromenes by o-Iodophenols and its Acetates

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

Abstract:

Oxyarylation of olefins has been used by our group to prepare naturally occurring pterocarpans and derivatives. Recently we reported the oxyarylation of dihydronaphthalene and chromenes by oiodophenols under conditions favouring the cationic mechanism, reactions which were analyzed by ESIMS. In this paper we describe the scope of these oxyarylations using electron-rich 2a-c and one electron-poor olefins 3 with ortho-iodophenols and its acetates 1a-h under microwave irradiation.

Oxyarylation of olefins has been used by our group to prepare naturally occurring pterocarpans and derivatives. Recently we reported the oxyarylation of dihydronaphthalene and chromenes by oiodophenols under conditions favouring the cationic mechanism, reactions which were analyzed by ESIMS. In this paper we describe the scope of these oxyarylations using electron-rich 2a-c and one electron-poor olefins 3 with ortho-iodophenols and its acetates 1a-h under microwave irradiation.

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DOI: 10.5151/chempro-14bmos-R0095-1

Referências bibliográficas

• [1] 1 A. J. M. da Silva, C. D. Buarque, F. V. Brito, L. Aurelian, L. F. Macedo, L. H. Malkas, R. J. Hickey, D. V. S. Lopes, F. Noël, Y. L. B. Murakami, N. M. V. Silva, P. A. Melo, R. R. B. Caruso, N. G. Castro, P. R. R. Costa, Bioorg. Med. Chem. 2002, 10, 2731.
• [2] 2 C. D. Buarque, V. D. Pinho, B. G. Vaz, M. N. Eberlin, A. J. M. da Silva, P. R. R. Costa, J. Organomet. Chem. 2010, 695, 2062.
• [3] 3Leão, R.A.C.; Pinho, V.D.; Coelho, A.S.; Buarque, C.D.; Moraes, P.F.; Alonso, D.; Nájera, C.; Costa, P.R.R Eur. J. Org. Chem. In press.

Como citar:

Buarque, Camilla D.; Leão, Raquel A. C.; Pinho, Vagner D.; Coelho, Artur S.; Moraes, Paula F.; Alonso, Diego A.; Nájera, Carmen; Costa, and Paulo R. R.; "Microwave Promoted Palladium-Catalyzed Oxyarylation of Dihydronaphthalene and Chromenes by o-Iodophenols and its Acetates", p-95-95. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0095-1