Literature DB >> 20424795

Tuned methods for conjugate addition to a vinyl oxadiazole; synthesis of pharmaceutically important motifs.

Alan R Burns1, Jennifer H Kerr, William J Kerr, Joanna Passmore, Laura C Paterson, Allan J B Watson.   

Abstract

The addition of various nucleophiles to a vinyl 1,2,4-oxadiazole is described. Following optimisation, individual protocols tuned for the use of each specific class of reagent have been developed to allow the installation of nitrogen, sulfur, oxygen, and carbon nucleophiles, and leading to the preparation of a series of compounds containing the pharmaceutically important oxadiazole motif.

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Year:  2010        PMID： 20424795     DOI： 10.1039/c001772h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Antiproliferative 4-(1,2,4-oxadiazol-5-yl)piperidine-1-carboxamides, a new tubulin inhibitor chemotype.

Authors:  Mikhail Krasavin; Andrey V Sosnov; Ruben Karapetian; Igor Konstantinov; Olga Soldatkina; Elena Godovykh; Fedor Zubkov; Ruoli Bai; Ernest Hamel; Andrei A Gakh
Journal:  Bioorg Med Chem Lett       Date:  2014-08-08       Impact factor: 2.823

2.  Diaminoglyoxime as a versatile reagent in the synthesis of bis(1,2,4-oxadiazoles), 1,2,4-oxadiazolyl-quinazolines and 1,2,4-oxadiazolyl-benzothiazinones.

Authors:  Rahim Hosseinzadeh Khanmiri; Abolghasem Moghimi; Ahmad Shaabani; Hassan Valizadeh; Seik Weng Ng
Journal:  Mol Divers       Date:  2014-08-13       Impact factor: 2.943

3.  Superacid-promoted additions involving vinyl-substituted pyrimidines, quinoxalines, and quinazolines: mechanisms correlated to charge distributions.

Authors:  Yiliang Zhang; Matthew R Sheets; Erum K Raja; Kenneth N Boblak; Douglas A Klumpp
Journal:  J Am Chem Soc       Date:  2011-05-12       Impact factor: 15.419

4.  Synthesis of a boron-containing amidoxime reagent and its application to synthesize functionalized oxadiazole and quinazolinone derivatives.

Authors:  Bhaskar C Das; Nitesh K Nandwana; Devi P Ojha; Sasmita Das; Todd Evans
Journal:  Tetrahedron Lett       Date:  2022-01-25       Impact factor: 2.032
  4 in total

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