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Synthesis 2012; 44(23): 3551-3578
DOI: 10.1055/s-0032-1316797
review
© Georg Thieme Verlag Stuttgart · New York

Advances in the Synthesis of Morpholin-3-ones and Morpholin-2-ones

Uroš Trstenjak
Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia   Fax: +386(1)4258031   eMail: danijel.kikelj@ffa.uni-lj.si
,
Janez Ilaš
Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia   Fax: +386(1)4258031   eMail: danijel.kikelj@ffa.uni-lj.si
,
Danijel Kikelj*
Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia   Fax: +386(1)4258031   eMail: danijel.kikelj@ffa.uni-lj.si
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Publikationsverlauf

Received: 24. Juli 2012

Accepted after revision: 17. September 2012

Publikationsdatum:
05. November 2012 (online)

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Abstract

This review covers advances in the synthesis of morpholin-3-ones and morpholin-2-ones. Besides the classical approaches for the preparation of both heterocycles that utilize intermolecular cyclizations of reactants or oxidation of morpholine and its derivatives, strategies employing various ring-expansion reactions using smaller heterocyclic substrates or multicomponent reactions are described.

1 Introduction

2 Synthesis of Morpholin-3-ones

2.1 By Formation of Two Bonds

2.2 By Formation of One Bond

2.3 By Introduction of Substituents

3 Synthesis of Morpholin-2-ones

3.1 By Formation of Two Bonds

3.2 By Formation of One Bond

3.3 By Introduction of Substituents

4 Conclusion

Key words

morpholin-3-one - morpholin-2-one - one-bond cyclization - two-bond cyclization - heterocycle oxidation
 

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