An Expeditious Synthesis of [1,2]Isoxazolidin-5-ones and [1,2]Oxazin-6-ones from Functional Allyl Bromide Derivatives

doi:10.3390/molecules15064094

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Molecules 2010, 15(6), 4094-4101; doi:10.3390/molecules15064094

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An Expeditious Synthesis of [1,2]Isoxazolidin-5-ones and [1,2]Oxazin-6-ones from Functional Allyl Bromide Derivatives

Imen Beltaïef, Aïcha Arfaoui and Hassen Amri*

Laboratoire de Chimie Organique et Organométallique, Université de Tunis El Manar, Faculté des Sciences, Campus Universitaire 2092-Tunis, Tunisia

* Author to whom correspondence should be addressed.

Received: 26 April 2010; in revised form: 14 May 2010 / Accepted: 24 May 2010 / Published: 7 June 2010

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Abstract: Reaction of allyl bromide (Z)-1 and (Z)-2 with N-substituted hydroxylamine hydrochlorides in presence of tert-butoxide in tert-butanol at reflux provides a short and effective route to [1,2]isoxazolidin-5-ones 3 and [1,2]oxazin-6-ones 4.

Keywords: functional allyl bromides; conjugate addition; N-substituted hydroxylamines; isoxazolidin-5-ones; oxazin-6-ones

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MDPI and ACS Style

Beltaïef, I.; Arfaoui, A.; Amri, H. An Expeditious Synthesis of [1,2]Isoxazolidin-5-ones and [1,2]Oxazin-6-ones from Functional Allyl Bromide Derivatives. Molecules 2010, 15, 4094-4101.

AMA Style

Beltaïef I, Arfaoui A, Amri H. An Expeditious Synthesis of [1,2]Isoxazolidin-5-ones and [1,2]Oxazin-6-ones from Functional Allyl Bromide Derivatives. Molecules. 2010; 15(6):4094-4101.

Chicago/Turabian Style

Beltaïef, Imen; Arfaoui, Aïcha; Amri, Hassen. 2010. "An Expeditious Synthesis of [1,2]Isoxazolidin-5-ones and [1,2]Oxazin-6-ones from Functional Allyl Bromide Derivatives." Molecules 15, no. 6: 4094-4101.

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