Literature DB >> 15624918

A reassessment of the transition-metal free suzuki-type coupling methodology.

Riina K Arvela1, Nicholas E Leadbeater, Michael S Sangi, Victoria A Williams, Patricia Granados, Robert D Singer.   

Abstract

We present here a reassessment of our transition-metal free Suzuki-type coupling protocol. We believe that, although the reaction can be run without the need for addition of a metal catalyst, palladium contaminants down to a level of 50 ppb found in commercially available sodium carbonate are responsible for the generation of the biaryl rather than, as previously suggested, an alternative non-palladium-mediated pathway. We present a revised methodology for Suzuki couplings using ultralow palladium concentrations for use with aryl and vinyl boronic acids and discuss the effects of the purity of the boronic acid on the reaction.

Entities:  

Year:  2005        PMID: 15624918     DOI: 10.1021/jo048531j

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


  14 in total

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