Literature DB >> 15387556

A practical method for oxazole synthesis by cycloisomerization of propargyl amides.

Peter Wipf1, Yasunori Aoyama, Tyler E Benedum.   

Abstract

[reaction: see text] 2,5-disubstituted and 2,4,5-trisubstituted oxazol-5-yl carbonyl compounds were prepared in good yields by a mild SiO2-mediated cycloisomerization of propargyl amides.

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Year:  2004        PMID： 15387556     DOI： 10.1021/ol0485058

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


  8 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  An atom-economic synthesis of nitrogen heterocycles from alkynes.

Authors:  Barry M Trost; Jean-Philip Lumb; Joseph M Azzarelli
Journal:  J Am Chem Soc       Date:  2011-02-02       Impact factor: 15.419

3.  Synthesis of an electron-rich KITPHOS monophosphine, preparation of derived metal complexes and applications in catalysis.

Authors:  Simon Doherty; Catherine H Smyth; Julian G Knight; Stephen A K Hashmi
Journal:  Nat Protoc       Date:  2012-09-20       Impact factor: 13.491

Review 4.  Scope and advances in the catalytic propargylic substitution reaction.

Authors:  Rashmi Roy; Satyajit Saha
Journal:  RSC Adv       Date:  2018-09-05       Impact factor: 3.361

5.  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

6.  Development of a method for the synthesis of 2,4,5-trisubstituted oxazoles composed of carboxylic acid, amino acid, and boronic acid.

Authors:  Kohei Yamada; Naoto Kamimura; Munetaka Kunishima
Journal:  Beilstein J Org Chem       Date:  2017-07-27       Impact factor: 2.883

7.  Sustainable Access to 5-Amino-Oxazoles and Thiazoles via Calcium-Catalyzed Elimination-Cyclization with Isocyanides.

Authors:  Ashley J Basson; Mark G McLaughlin
Journal:  ChemSusChem       Date:  2021-03-03       Impact factor: 8.928

8.  Synthesis of bicyclic 1,4-thiazepines as novel anti-Trypanosoma brucei brucei agents.

Authors:  Franco Vairoletti; Andrea Medeiros; Pablo Fontán; Jennifer Meléndrez; Carlos Tabárez; Gustavo Salinas; Jaime Franco; Marcelo A Comini; Jenny Saldaña; Vojtech Jancik; Graciela Mahler; Cecilia Saiz
Journal:  Medchemcomm       Date:  2019-06-11       Impact factor: 3.597
  8 in total

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