Literature DB >> 20481612

Novel one-pot, four-component condensation reaction: an efficient approach for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives by a Ugi-4CR/aza-Wittig sequence.

Ali Ramazani1, Aram Rezaei.   

Abstract

A novel and efficient method has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives using (N-isocyanimino)triphenylphosphorane, a secondary amine, a carboxylic acid, and an aromatic aldehyde in CH(2)Cl(2) at ambient temperature in high yields without using any catalyst or activation. The procedure provides an alternative method to the synthesis of fully substituted 1,3,4-oxadiazole derivatives.

Entities:  

Year:  2010        PMID: 20481612     DOI: 10.1021/ol100931q

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


  8 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

4.  A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy.

Authors:  Taofeng Shao; Zhiming Gong; Tianyi Su; Wei Hao; Chao Che
Journal:  Beilstein J Org Chem       Date:  2017-05-04       Impact factor: 2.883

5.  1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction.

Authors:  Qian Wang; Kumchok C Mgimpatsang; Markella Konstantinidou; Svitlana V Shishkina; Alexander Dömling
Journal:  Org Lett       Date:  2019-09-03       Impact factor: 6.005

6.  Synthesis, cytotoxic assessment, and molecular docking studies of 2,6-diaryl-substituted pyridine and 3,4- dihydropyrimidine-2(1H)-one scaffolds.

Authors:  Zahra Hosseinzadeh; Nima Razzaghi-Asl; Ali Ramazani; Hamideh Aghahosseini; Ali Ramazani
Journal:  Turk J Chem       Date:  2020-02-11       Impact factor: 1.239

7.  A One-Pot Synthesis-Functionalization Strategy for Streamlined Access to 2,5-Disubstituted 1,3,4-Oxadiazoles from Carboxylic Acids.

Authors:  Daniel Matheau-Raven; Darren J Dixon
Journal:  J Org Chem       Date:  2022-09-02       Impact factor: 4.198

Review 8.  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

  8 in total

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