Studies on the use of Poliethyleneglicol (PEG) in Heck Oxyarylation Reaction for the Synthesis of Deoxy Pterocarpans and Analogs

Studies on the use of Poliethyleneglicol (PEG) in Heck Oxyarylation Reaction for the Synthesis of Deoxy Pterocarpans and Analogs

Moraes, Paula de F. de; Gaspar, Francisco V.; Leão, Raquel A. C.; Costa, Paulo R. R.

Abstract:

The oxyarylation of olefins by ortho-iodophenols have been employed in our laboratory in the synthesis of natural pterocarpans and their analogs. Recently, cross coupling reactions catalyzed by the in situ formation of nanoparticles of palladium in PEG were described in the literature. However, so far the use of PEG in the oxa-Heck reaction was not reported. Herein we describe preliminary results on the oxyarylation employing PEG as the solvent as well as the additive, using the reaction of dihydronaphthalen (1) and 2a,b as examples.

The oxyarylation of olefins by ortho-iodophenols have been employed in our laboratory in the synthesis of natural pterocarpans and their analogs. Recently, cross coupling reactions catalyzed by the in situ formation of nanoparticles of palladium in PEG were described in the literature. However, so far the use of PEG in the oxa-Heck reaction was not reported. Herein we describe preliminary results on the oxyarylation employing PEG as the solvent as well as the additive, using the reaction of dihydronaphthalen (1) and 2a,b as examples.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_201381822216

Referências bibliográficas

• [1] 1 (a) C. D. Netto, A. J. M. da Silva, E. J. S. Salustiano, T. S. Bacelar, I. G. Riça, M. C. M. Cavalcante, V. M. Rumjaneck, P. R. R. Costa, Bioorg. Med. Chem. 2010, 18, 1610. (b) R. A. C. Leão, V. D. Pinto, A. S. Coelho, C. D. Buarque, P. F. Moraes, D. A. Alonso, C. Nájera, P. R. R. Costa, Eur. J. Org. Chem. 2011, 3313-3116.
• [2] 2 W. Wang, Q. Yang, R. Zhou, H. Fu, R. Li, H. Chen, X. Li. Journal of Organometallic Chemistry, 2012, 697, 1-5

Como citar:

Moraes, Paula de F. de; Gaspar, Francisco V.; Leão, Raquel A. C.; Costa, Paulo R. R.; "Studies on the use of Poliethyleneglicol (PEG) in Heck Oxyarylation Reaction for the Synthesis of Deoxy Pterocarpans and Analogs", p-42-42. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201381822216