Literature DB >> 20812029

A novel four-component reaction for the synthesis of disubstituted 1,3,4-oxadiazole derivatives.

Ali Ramazani1, Nahid Shajari, Amir Mahyari, Yavar Ahmadi.   

Abstract

The 1:1 imine intermediate generated by the addition of benzyl amine to cyclobutanone is trapped by (N-isocyanimino)triphenylphosphorane in the presence of an aromatic carboxylic acid leads to the formation of the corresponding iminophosphorane intermediate. Disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediate. The reactions were completed in neutral conditions at room temperature. The disubstituted 1,3,4-oxadiazole derivatives, were produced in excellent yields.

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Year:  2010        PMID: 20812029     DOI: 10.1007/s11030-010-9275-0

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  5 in total

1.  Synthesis of functionalized 5-imino-2,5-dihydro-furans through the reaction of isocyanides with activated acetylenes in the presence of ethyl bromopyruvate.

Authors:  Issa Yavari; Zinatossadat Hossaini; Maryam Sabbaghan
Journal:  Mol Divers       Date:  2006-09-12       Impact factor: 2.943

2.  Synthesis and antibacterial studies of a new series of 1,2-bis(1,3, 4-oxadiazol-2-yl)ethanes and 1,2-bis(4-amino-1,2, 4-triazol-3-yl)ethanes.

Authors:  B S Holla; R Gonsalves; S Shenoy
Journal:  Eur J Med Chem       Date:  2000-02       Impact factor: 6.514

3.  Introducing a novel class of four-component reactions.

Authors:  Ahmad Shaabani; Mohammad Bagher Teimouri; Ayoob Bazgir; Hamid Reza Bijanzadeh
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

4.  Chemo- and stereoselective reaction between alkyl isocyanides and dimethyl 1,3-acetonedicarbocxylate in the presence of acetylenic esters.

Authors:  Farogh Nasiri; Fatemeh Nazem; Kourosh Pourdavaie
Journal:  Mol Divers       Date:  2007-06-29       Impact factor: 2.943

5.  Reaction between alkyl isocyanides and isopropylidene Meldrum's acid in the presence of bidentate nucleophiles.

Authors:  Issa Yavari; Maryam Sabbaghan; Zinatossadat Hossaini
Journal:  Mol Divers       Date:  2006-11-23       Impact factor: 3.364

  5 in total
  4 in total

1.  Synthesis of sterically congested 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, N,N-dicyclohexylcarbodiimide and (N-isocyanimino)triphenylphosphorane.

Authors:  Fatemeh Zeinali Nasrabadi; Ali Ramazani; Yavar Ahmadi
Journal:  Mol Divers       Date:  2011-03-20       Impact factor: 2.943

2.  Oxadiazole grafts in peptide macrocycles.

Authors:  John R Frost; Conor C G Scully; Andrei K Yudin
Journal:  Nat Chem       Date:  2016-10-24       Impact factor: 24.427

Review 3.  The status of isocyanide-based multi-component reactions in Iran (2010-2018).

Authors:  Ronak Afshari; Seyyed Emad Hooshmand; Mohammad Taghi Nazeri; Siamak Javanbakht; Ahmad Shaabani; Reza Mohammadian
Journal:  Mol Divers       Date:  2020-02-18       Impact factor: 2.943

Review 4.  Synthetic approaches and pharmacological activity of 1,3,4-oxadiazoles: a review of the literature from 2000-2012.

Authors:  Cledualdo Soares de Oliveira; Bruno Freitas Lira; José Maria Barbosa-Filho; Jorge Gonçalo Fernandez Lorenzo; Petrônio Filgueiras de Athayde-Filho
Journal:  Molecules       Date:  2012-08-27       Impact factor: 4.411

  4 in total

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