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.
An expedient one-pot entry to catecholestrogens and other catechol compounds via IBX-mediated phenolic oxygenation / Pezzella, Alessandro; Lista, Liliana; Napolitano, Alessandra; D'Ischia, Marco. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 46:(2005), pp. 3541-3544. [10.1016/j.tetlet.2005.03.060]
An expedient one-pot entry to catecholestrogens and other catechol compounds via IBX-mediated phenolic oxygenation.
PEZZELLA, ALESSANDRO;LISTA, LILIANA;NAPOLITANO, ALESSANDRA;D'ISCHIA, MARCO
2005
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
