Literature DB >> 15903340

Cu(I) catalyst in DMF: an efficient catalytic system for the synthesis of furans from 2-(1-alkynyl)-2-alken-1-ones.

Nitin T Patil1, Huanyou Wu, Yoshinori Yamamoto.   

Abstract

The cyclization of 2-(1-alkynyl)-2-alken-1-ones 1 proceeded very smoothly in the presence of alcohols 2 with a catalytic amount of Cu(I)Br in DMF at 80 degrees C, leading to the formation of highly substituted furans 3. The catalytic system reported herein is easy to handle, compared to the previously known system wherein the reaction between 1 and 2 needed to use moisture sensitive gold(III) chloride.

Entities:  

Year:  2005        PMID: 15903340     DOI: 10.1021/jo050191u

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


  7 in total

1.  Computation-guided development of Au-catalyzed cycloisomerizations proceeding via 1,2-Si or 1,2-H migrations: regiodivergent synthesis of silylfurans.

Authors:  Alexander S Dudnik; Yuanzhi Xia; Yahong Li; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

2.  Palladium-catalyzed carbocyclization of alkynyl ketones proceeding through a carbopalladation pathway.

Authors:  Natalia Chernyak; Serge I Gorelsky; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-07       Impact factor: 15.336

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

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

4.  Rapid synthesis of 3-amino-1H-isochromene from ortho-ynamidyl het(aryl) aldehyde derivatives.

Authors:  Loïc Habert; Iryna Diachenko; Isabelle Gillaizeau
Journal:  RSC Adv       Date:  2020-03-10       Impact factor: 4.036

5.  Metal-catalyzed 1,2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles.

Authors:  Alexander S Dudnik; Anna W Sromek; Marina Rubina; Joseph T Kim; Alexander V Kel'in; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2008-01-04       Impact factor: 15.419

6.  Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction.

Authors:  Stalin R Pathipati; Angela van der Werf; Lars Eriksson; Nicklas Selander
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-19       Impact factor: 15.336

7.  Diastereodivergent organocatalysis for the asymmetric synthesis of chiral annulated furans.

Authors:  Charlie Verrier; Paolo Melchiorre
Journal:  Chem Sci       Date:  2015-04-27       Impact factor: 9.825

  7 in total

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