Literature DB >> 20704403

A direct synthesis of oxazoles from aldehydes.

Thomas H Graham1.   

Abstract

An expedient method for the direct conversion of aldehydes to 2,4-disubstituted oxazoles is presented. The method relies on the oxidation of an oxazolidine formed from the condensation of serine with an aldehyde and proceeds through a 2,5-dihydrooxazole intermediate. In contrast to standard methods that start from carboxylic acids, the use of aldehydes as starting materials does not require intermediate purification and affords the oxazoles under relatively mild conditions.

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Year:  2010        PMID: 20704403     DOI: 10.1021/ol101346w

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

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2.  2,3-Dichloro-5,6-dicyano-1,4-benzoquinone-catalyzed reactions employing MnO2 as a stoichiometric oxidant.

Authors:  Lei Liu; Paul E Floreancig
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3.  Mechanistic Pathways in Amide Activation: Flexible Synthesis of Oxazoles and Imidazoles.

Authors:  Giovanni Di Mauro; Boris Maryasin; Daniel Kaiser; Saad Shaaban; Leticia González; Nuno Maulide
Journal:  Org Lett       Date:  2017-07-13       Impact factor: 6.005

4.  Ugi/Robinson-Gabriel reactions directed toward the synthesis of 2,4,5-trisubstituted oxazoles.

Authors:  Arthur Y Shaw; Zhigang Xu; Christopher Hulme
Journal:  Tetrahedron Lett       Date:  2012-02-13       Impact factor: 2.415

5.  2,4,5-Tris(pyridin-4-yl)-4,5-dihydro-1,3-oxazole.

Authors:  José J Campos-Gaxiola; Herbert Höpfl; Gerardo Aguirre; Miguel Parra-Hake
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-05-26

6.  Graphene oxide-iridium nanocatalyst for the transformation of benzylic alcohols into carbonyl compounds.

Authors:  Tsun-Ren Chen; Yi-Sheng Lin; Yu-Xiang Wang; Wen-Jen Lee; Kelvin H-C Chen; Jhy-Der Chen
Journal:  RSC Adv       Date:  2020-01-27       Impact factor: 4.036

7.  Novel Pyridyl-Oxazole Carboxamides: Toxicity Assay Determination in Fungi and Zebrafish Embryos.

Authors:  Shu Chen; Dong-Lin Zhang; Chao-Li Ren; Wen-Qian Zou; Xiao-Yu Tian; Xiao-Hua Du; Cheng-Xia Tan
Journal:  Molecules       Date:  2021-06-25       Impact factor: 4.411

  7 in total

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