5,5- and 3,5-Diarylfuranones have been obtained in a three-step one-pot manner. The procedure starts from photooxygenation of easily accessible arylfurans followed by in situ base treatment and finally by triflic anhydride mediated acylation of activated aromatic substrates. The regioselectivity of the acylation reaction depends on the reaction conditions and/or activation of both acid and aromatic reagents. The 5,5-diarylfuranone products have the same carbon skeleton as some rearranged tetrahydrofuran lignans.
A mild approach to diarylfuranones via functionalized 2-arylfurans / DELLA GRECA, Marina; Zuppolini, Simona; Zarrelli, Armando; Iesce, MARIA ROSARIA; Previtera, Lucio. - In: TETRAHEDRON. - ISSN 0040-4020. - 69:23(2013), pp. 4725-4730. [10.1016/j.tet.2013.03.101]
A mild approach to diarylfuranones via functionalized 2-arylfurans
DELLA GRECA, MARINA;ZUPPOLINI, SIMONA;ZARRELLI, ARMANDO;IESCE, MARIA ROSARIA;PREVITERA, LUCIO
2013
Abstract
5,5- and 3,5-Diarylfuranones have been obtained in a three-step one-pot manner. The procedure starts from photooxygenation of easily accessible arylfurans followed by in situ base treatment and finally by triflic anhydride mediated acylation of activated aromatic substrates. The regioselectivity of the acylation reaction depends on the reaction conditions and/or activation of both acid and aromatic reagents. The 5,5-diarylfuranone products have the same carbon skeleton as some rearranged tetrahydrofuran lignans.File | Dimensione | Formato | |
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