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

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 sin...

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Main Authors: Yuji Hanzawa, Akio Saito, Nao Hyodo
Format: Article
Language:English
Published: MDPI AG 2012-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/17/9/11046
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author Yuji Hanzawa
Akio Saito
Nao Hyodo
author_facet Yuji Hanzawa
Akio Saito
Nao Hyodo
author_sort Yuji Hanzawa
collection DOAJ
description 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.
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spelling doaj.art-5254c62a65064c72ac694306b5d204522022-12-22T01:14:24ZengMDPI AGMolecules1420-30492012-09-01179110461105510.3390/molecules170911046Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with NitrilesYuji HanzawaAkio SaitoNao HyodoIn 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.http://www.mdpi.com/1420-3049/17/9/11046single-step synthesisiodine(III)oxazoleketonenitrile
spellingShingle Yuji Hanzawa
Akio Saito
Nao Hyodo
Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
Molecules
single-step synthesis
iodine(III)
oxazole
ketone
nitrile
title Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
title_full Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
title_fullStr Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
title_full_unstemmed Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
title_short Synthesis of Highly Substituted Oxazoles through Iodine(III)-Mediated Reactions of Ketones with Nitriles
title_sort synthesis of highly substituted oxazoles through iodine iii mediated reactions of ketones with nitriles
topic single-step synthesis
iodine(III)
oxazole
ketone
nitrile
url http://www.mdpi.com/1420-3049/17/9/11046
work_keys_str_mv AT yujihanzawa synthesisofhighlysubstitutedoxazolesthroughiodineiiimediatedreactionsofketoneswithnitriles
AT akiosaito synthesisofhighlysubstitutedoxazolesthroughiodineiiimediatedreactionsofketoneswithnitriles
AT naohyodo synthesisofhighlysubstitutedoxazolesthroughiodineiiimediatedreactionsofketoneswithnitriles