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An expedient one-pot entry to catecholestrogens and other catechol compounds via IBX-mediated phenolic oxygenation
Authors:Alessandro Pezzella  Liliana Lista  Alessandra Napolitano  Marco d’Ischia
Institution:Department of Organic Chemistry and Biochemistry, University of Naples ‘Federico II’, Via Cinthia 4, I-80126, Naples, Italy
Abstract:A one-pot procedure for the preparation of catecholestrogens in over 90% yield is reported, involving oxygenation of 17β-estradiol or estrone with o-iodoxybenzoic acid (IBX) followed by reduction with methanolic NaBH4. The procedure, which was extended to the o-hydroxylation of a number of representative phenols in good-to-high yields, expands significantly the scope of phenolic oxidation mediated by IBX.
Keywords:Estrogens  IBX  Catechols
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