Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation

Wilson, Kirsty and Kennedy, Alan and Murray, Jane and Greatex, Ben and Jamieson, Craig and Watson, Allan (2016) Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation. Beilstein Journal of Organic Chemistry, 12. pp. 2005-2011. ISSN 1860-5397 (https://doi.org/10.3762/bjoc.12.187)

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Abstract

Pd-catalysed C-C bond formation is an essential tool within the pharmaceutical and agrochemical industries. Many of these reactions rely heavily on polar aprotic solvents; however, despite their utility, these solvents are incompatible with the drive towards more sustainable chemical synthesis. Herein, we describe the scope and limitations of an alternative to DMF derived from renewable sources (CyreneTM) in Sonogashira crosscoupling and Cacchi-type annulations.