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Molecules 2012, 17(9), 11046-11055; doi:10.3390/molecules170911046

Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles

Laboratory of Organic Reaction Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan
Current address: Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei-shi, Tokyo 184-8588, Japan
Authors to whom correspondence should be addressed.
Received: 6 August 2012 / Revised: 29 August 2012 / Accepted: 10 September 2012 / Published: 13 September 2012
(This article belongs to the Special Issue Organic Iodine Chemistry 2012)
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In the presence of trifluoromethanesulfonic acid (TfOH) or bis(trifluoromethane-sulfonyl)imide (Tf2NH), iodosobenzene (PhI=O) efficiently promoted the reactions of dicarbonyl compounds as well as monocarbonyl compounds with nitriles to give 2,4-disubstituted and 2,4,5-trisubstituted oxazole in a single step under the mild conditions.
Keywords: single-step synthesis; iodine(III); oxazole; ketone; nitrile single-step synthesis; iodine(III); oxazole; ketone; nitrile

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Saito, A.; Hyodo, N.; Hanzawa, Y. Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles. Molecules 2012, 17, 11046-11055.

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