Literature DB >> 18687005

Rapid multistep synthesis of 1,2,4-oxadiazoles in a single continuous microreactor sequence.

Daniel Grant1, Russell Dahl, Nicholas D P Cosford.   

Abstract

A general method for the synthesis of bis-substituted 1,2,4-oxadiazoles from readily available arylnitriles and activated carbonyls in a single continuous microreactor sequence is described. The synthesis incorporates three sequential microreactors to produce 1,2,4-oxadiazoles in approximately 30 min in quantities (40-80 mg) sufficient for full characterization and rapid library supply.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18687005      PMCID: PMC2801056          DOI: 10.1021/jo801152c

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  19 in total

1.  Discovery of novel heteroarylazoles that are metabotropic glutamate subtype 5 receptor antagonists with anxiolytic activity.

Authors:  Jeffrey Roppe; Nicholas D Smith; Dehua Huang; Lida Tehrani; Bowei Wang; Jeffrey Anderson; Jesse Brodkin; Janice Chung; Xiaohui Jiang; Christopher King; Benito Munoz; Mark A Varney; Petpiboon Prasit; Nicholas D P Cosford
Journal:  J Med Chem       Date:  2004-09-09       Impact factor: 7.446

2.  Synthesis and analysis of combinatorial libraries performed in an automated micro reactor system.

Authors:  Eduardo Garcia-Egido; Val Spikmans; Stephanie Y F Wong; Brian H Warrington
Journal:  Lab Chip       Date:  2003-04-24       Impact factor: 6.799

Review 3.  Navigating chemical space for biology and medicine.

Authors:  Christopher Lipinski; Andrew Hopkins
Journal:  Nature       Date:  2004-12-16       Impact factor: 49.962

4.  Recent advances in synthetic micro reaction technology.

Authors:  Paul Watts; Charlotte Wiles
Journal:  Chem Commun (Camb)       Date:  2006-10-12       Impact factor: 6.222

5.  Microreactors as tools for synthetic chemists-the chemists' round-bottomed flask of the 21st century?

Authors:  Karolin Geyer; Jeroen D C Codée; Peter H Seeberger
Journal:  Chemistry       Date:  2006-11-15       Impact factor: 5.236

Review 6.  Tools for efficient high-throughput synthesis.

Authors:  Alessandra Chighine; Gianluca Sechi; Mark Bradley
Journal:  Drug Discov Today       Date:  2007-04-26       Impact factor: 7.851

Review 7.  Microfluidics for drug discovery and development: from target selection to product lifecycle management.

Authors:  Lifeng Kang; Bong Geun Chung; Robert Langer; Ali Khademhosseini
Journal:  Drug Discov Today       Date:  2007-11-26       Impact factor: 7.851

8.  [Studies of pyrazine derivatives. XX. Synthesis and tuberculostatic activity of 3-pyrazinol-1,2,4-oxadiazole derivatives].

Authors:  D Pancechowska-Ksepko; H Foks; M Janowiec; Z Zwolska-Kwiek
Journal:  Acta Pol Pharm       Date:  1986       Impact factor: 0.330

9.  Discovery and structure-activity relationship of 3-aryl-5-aryl-1,2,4-oxadiazoles as a new series of apoptosis inducers and potential anticancer agents.

Authors:  Han-Zhong Zhang; Shailaja Kasibhatla; Jared Kuemmerle; William Kemnitzer; Kristin Ollis-Mason; Ling Qiu; Candace Crogan-Grundy; Ben Tseng; John Drewe; Sui Xiong Cai
Journal:  J Med Chem       Date:  2005-08-11       Impact factor: 7.446

10.  Oligosaccharide synthesis in microreactors.

Authors:  Frédéric R Carrel; Karolin Geyer; Jeroen D C Codée; Peter H Seeberger
Journal:  Org Lett       Date:  2007-05-10       Impact factor: 6.005

View more
  7 in total

1.  The flow synthesis of heterocycles for natural product and medicinal chemistry applications.

Authors:  Marcus Baumann; Ian R Baxendale; Steven V Ley
Journal:  Mol Divers       Date:  2010-10-20       Impact factor: 2.943

2.  Automated Multistep Continuous Flow Synthesis of 2-(1H-Indol-3-yl)thiazole Derivatives.

Authors:  Nicholas Pagano; Marintha L Heil; Nicholas D P Cosford
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

3.  An Automated Process for a Sequential Heterocycle/Multicomponent Reaction: Multistep Continuous Flow Synthesis of 5-(Thiazol-2-yl)-3,4-Dihydropyrimidin-2(1H)-ones.

Authors:  Nicholas Pagano; Ananda Herath; Nicholas D P Cosford
Journal:  J Flow Chem       Date:  2011-08-25       Impact factor: 2.786

4.  One-step continuous flow synthesis of highly substituted pyrrole-3-carboxylic acid derivatives via in situ hydrolysis of tert-butyl esters.

Authors:  Ananda Herath; Nicholas D P Cosford
Journal:  Org Lett       Date:  2010-10-21       Impact factor: 6.005

5.  A Combination of Flow and Batch Mode Processes for the Efficient Preparation of mGlu2/3 Receptor Negative Allosteric Modulators (NAMs).

Authors:  Raveendra Panickar Dhanya; Ananda Herath; Douglas J Sheffler; Nicholas D P Cosford
Journal:  Tetrahedron       Date:  2018-03-30       Impact factor: 2.457

6.  Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles.

Authors:  Ananda Herath; Russell Dahl; Nicholas D P Cosford
Journal:  Org Lett       Date:  2010-02-05       Impact factor: 6.005

7.  Continuous-flow synthesis of highly functionalized imidazo-oxadiazoles facilitated by microfluidic extraction.

Authors:  Ananda Herath; Nicholas D P Cosford
Journal:  Beilstein J Org Chem       Date:  2017-02-07       Impact factor: 2.883

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.