Literature DB >> 16435845

Electrolysis as an efficient key step in the homogeneous polymer-supported synthesis of N-substituted pyrroles.

Sukanya Nad1, Sebastian Roller, Rainer Haag, Rolf Breinbauer.   

Abstract

[reaction: see text]. An efficient and general route to the soluble polymer-assisted synthesis of a set of 14 different N-substituted pyrroles using dendritic polyglycerol as a high-loading support is presented. The transformation of furan to the key intermediate 2,5-dialkoxytetrahydrofuran was performed by electrochemical oxidation followed by catalytic hydrogenation with Pt/C in high yield. Both reactions required heterogeneous reagents which can be conveniently used with polyglycerol as a soluble support.

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Year:  2006        PMID: 16435845     DOI: 10.1021/ol052096d

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


  3 in total

1.  Scope of the two-step, one-pot palladium-catalyzed borylation/Suzuki cross-coupling reaction utilizing bis-boronic acid.

Authors:  Gary A Molander; Sarah L J Trice; Steven M Kennedy
Journal:  J Org Chem       Date:  2012-09-20       Impact factor: 4.354

2.  Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance.

Authors:  Ming Yan; Yu Kawamata; Phil S Baran
Journal:  Chem Rev       Date:  2017-10-09       Impact factor: 60.622

Review 3.  Modern Electrochemical Aspects for the Synthesis of Value-Added Organic Products.

Authors:  Sabine Möhle; Michael Zirbes; Eduardo Rodrigo; Tile Gieshoff; Anton Wiebe; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-19       Impact factor: 15.336

  3 in total

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