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Cyrene as a Bio-Based Solvent for the Suzuki-Miyaura Cross-Coupling

Kirsty L. Wilson, Jane Murray, Craig Jamieson, Allan J. B. Watson*

*School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK, Email: aw260st-andrews.ac.uk

K. L. Wilson, J. Murray, C. Jamieson, A. J. B. Watson, Synlett, 2018, 29, 650-654.

DOI: 10.1055/s-0036-1589143 (free Supporting Information)


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Abstract

A large proportion of Suzuki-Miyaura cross-couplings employ dipolar aprotic solvents; however, current sustainability initiatives and increasingly stringent regulations advocate the use of alternatives that exhibit more desirable properties. The suitability of the bio-derived solvent Cyrene is evaluated as a reaction medium for this benchmark transformation from discovery to gram scale.

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Key Words

boron, Suzuki coupling, green chemistry, palladium, solvents


ID: J60-Y2018