Flavonoids. 43 [1, 2]. Deprotonation??initiated aryl migration with sulfur dioxide extrusion: A route to 2, 3??dihydro??2, 3??diaryl??3??hydroxy??4H??1??benzopyran??4??ones

T Patonay, L Hegedüs…

Index: Patonay, Tamas; Hegedues, Laszlo; Patonay-Peli, Erzsebet Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 1 p. 145 - 151

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Abstract

Abstract Treatment of trans-2, 3-dihydro-2-aryl-3-nosyloxy-4H-1-benzopyran-4-ones with various bases afforded 2, 3-dihydro-r-2-aryl-t-3-hydroxy-c-(4-nitrophenyi)-4H-1-benzopyran- 4-ones in a deprotonation-initiated aryl migration followed by sulfur dioxide extrusion. In the presence of hydroxide and methoxide ions a secondary ring cleavage has also been observed. However, the reaction of trans-2, 3-dihydro-2-aryl-3-nosyloxy-4H-1-benzopyran ...

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