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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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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