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A chemoselective alpha-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI

Siddaraju, Yogesh and Prabhu, Kandikere Ramaiah (2015) A chemoselective alpha-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI. In: ORGANIC & BIOMOLECULAR CHEMISTRY, 13 (48). pp. 11651-11656.

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Official URL: http://dx.doi.org/10.1039/c5ob01929j

Abstract

Tetrabutyl ammonium iodide (TBAI) catalyzed alpha-aminoxylation of ketones using aq. TBHP as an oxidant has been accomplished. We have shown that the CDC (cross dehydrogenative coupling) reactions of ketones with N-hydroxyimidates such as N-hydroxysuccinimide (NHSI), N-hydroxyphthalimide (NHPI), N-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) lead to the corresponding oxygenated products in good to moderate yields. The application of this method has been demonstrated by transforming a few coupled products into synthetically useful intermediates and products.

Item Type: Journal Article
Publication: ORGANIC & BIOMOLECULAR CHEMISTRY
Publisher: ROYAL SOC CHEMISTRY
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 06 Jan 2016 06:07
Last Modified: 06 Jan 2016 06:07
URI: http://eprints.iisc.ac.in/id/eprint/53061

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