Aryldiazonium tetrafluoroborate salts as green and efficient coupling partners for the Suzuki-Miyaura reaction : from optimisation to mole scale

Colleville, Aymeric P. and Horan, Richard A. J. and Tomkinson, Nick C. O. (2014) Aryldiazonium tetrafluoroborate salts as green and efficient coupling partners for the Suzuki-Miyaura reaction : from optimisation to mole scale. Organic Process Research and Development, 18 (9). 1128–1136. ISSN 1083-6160

[img]
Preview
Text (Colleville-etal-OPRD-2014-Aryldiazonium-tetrafluoroborate-salts-as-green-and-efficient-coupling)
Colleville_etal_OPRD_2014_Aryldiazonium_tetrafluoroborate_salts_as_green_and_efficient_coupling.pdf
Accepted Author Manuscript

Download (4MB)| Preview

    Abstract

    The use of aryldiazonium tetrafluoroborate salts as coupling partners in the Suzuki-Miyaura reaction was investigated from a process chemistry perspective including safety evaluation, solvent and catalyst screening and multi-variate factor optimization. Optimised conditions were applied to a range of substrates to evaluate the scope and limitations of the reaction and one example was carried out on mole-scale to demonstrate the practicality and scalability of the process