Molecular Iodine - An Efficient Oxidative Reagent for Aromatization of Trifluoromethyl Substituted Chromenones

Molecular Iodine - An Efficient Oxidative Reagent for Aromatization of Trifluoromethyl Substituted Chromenones

Navarini, Jussara; Bonacorso, Helio G.; Wiethan, Carson W.; Andrighetto, Rosália; Martins, Marcos A. P.; Zanatta, Nilo

Abstract:

Functionalized chromenes and benzopyranes are important compounds which, due to their biological activity, find wide application in medicinal chemistry. They display not only spasmolytic, diuretic, clotting, antiviral, anti-tumoral and anti-anaphylactic activity, but can also be used as pigments, photo-active materials and biodegradable agrochemicals. The use of molecular iodine as an oxidant to promote aromatization of cyclohexanone derivatives was first reported in 1980 by Tamura and Yoshimoto. In recent years, molecular iodine has received considerable attention as an inexpensive, non-toxic, readily available oxidant to promote aromatization of cyclohexanone derivatives and their heterocyclic analogues. In this context, herein we describe the synthesis of 5-alkoxy-3,4-dihydro-2Hchromenes, using as starting material the trifluoromethylated chromenones recently reported by our research group.

Functionalized chromenes and benzopyranes are important compounds which, due to their biological activity, find wide application in medicinal chemistry. They display not only spasmolytic, diuretic, clotting, antiviral, anti-tumoral and anti-anaphylactic activity, but can also be used as pigments, photo-active materials and biodegradable agrochemicals. The use of molecular iodine as an oxidant to promote aromatization of cyclohexanone derivatives was first reported in 1980 by Tamura and Yoshimoto. In recent years, molecular iodine has received considerable attention as an inexpensive, non-toxic, readily available oxidant to promote aromatization of cyclohexanone derivatives and their heterocyclic analogues. In this context, herein we describe the synthesis of 5-alkoxy-3,4-dihydro-2Hchromenes, using as starting material the trifluoromethylated chromenones recently reported by our research group.

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DOI: 10.5151/chempro-14bmos-R0009-2

Referências bibliográficas

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Como citar:

Navarini, Jussara; Bonacorso, Helio G.; Wiethan, Carson W.; Andrighetto, Rosália; Martins, Marcos A. P.; Zanatta, Nilo; "Molecular Iodine - An Efficient Oxidative Reagent for Aromatization of Trifluoromethyl Substituted Chromenones", p-9-9. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0009-2