Novel highly regioselective VO (acac) 2/TBHP mediated oxidation of o-alkenyl phenols to o-hydroxybenzyl ketones
A Lattanzi, A Senatore, A Massa…
Index: Lattanzi, Alessandra; Senatore, Antonello; Massa, Antonio; Scettri, Arrigo Journal of Organic Chemistry, 2003 , vol. 68, # 9 p. 3691 - 3694
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Citation Number: 39
Abstract
A novel mild methodology for the preparation of o-hydroxybenzyl ketones is described starting from o-alkenyl phenols and based on the VO (acac) 2/TBHP (2 mol%/1.2 equiv) system. VO (acac) 2 first catalyzes the epoxidation of o-alkenyl phenols and then the rearrangement of the epoxyphenols to ketones via the selective benzylic CO cleavage and 1, 2 hydride migration. The protocol has also been applied to set up a useful and easy one ...
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