Literature DB >> 16149810

One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles.

Trond V Hansen1, Peng Wu, Valery V Fokin.   

Abstract

[reaction: see text] 3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing a regioselective copper(I)-catalyzed cycloaddition reaction between in situ generated nitrile oxides and terminal acetylenes. Most functional groups do not interfere with the reaction, which can be performed in aqueous solvents without protection from oxygen. Since all reagents are used in stoichiometric amounts, formation of byproducts is minimized.

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Year:  2005        PMID： 16149810     DOI： 10.1021/jo050163b

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


  25 in total

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Review 3.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

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4.  Discovery, synthesis, and biological evaluation of a novel group of selective inhibitors of filoviral entry.

Authors:  Maria V Yermolina; Jizhen Wang; Michael Caffrey; Lijun L Rong; Duncan J Wardrop
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5.  Recent advances in the design and development of novel negative allosteric modulators of mGlu(5).

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Journal:  ACS Chem Neurosci       Date:  2011-08-17       Impact factor: 4.418

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Authors:  Scott A Steiger; Chun Li; Donald S Backos; Philip Reigan; N R Natale
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7.  Selective identification of specialized pro-resolving lipid mediators from their biosynthetic double di-oxygenation isomers.

Authors:  Trond V Hansen; Jesmond Dalli; Charles N Serhan
Journal:  RSC Adv       Date:  2016-03-04       Impact factor: 3.361

8.  1-(3-Phenyl-isoxazol-5-yl)cyclo-hexane-1,2-diol.

Authors:  Luis Astudillo; Iván Brito; Gabriel Vallejos; Margarita Gutíerrez; Matías López-Rodríguez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-06

9.  5-(1-Cyclo-hexen-1-yl)-3-(4-methoxy-phen-yl)isoxazole.

Authors:  Gabriel Vallejos; Margarita Gutierrez; Luis Astudillo; Iván Brito; Alejandro Cárdenas
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-03-28

10.  Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: synthesis of 4-haloisoxazoles and 5-halotriazoles.

Authors:  James S Oakdale; Rakesh K Sit; Valery V Fokin
Journal:  Chemistry       Date:  2014-07-24       Impact factor: 5.236
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