Sedelmeier, Joerg Mathias, Sedelmeier, Gottfried, Schenkel, Berthold, Lima, Fabio, Kabeshov, Mikhail, Tran, Duc, Battilocchio, Claudio and Ley, Steven (2016) Visible Light Activation of Boronic Esters Enables Efficient Photoredox C(sp2)–C(sp3) Cross-Couplings in Flow. Angew Chem Int Ed, 55 (55). pp. 1-6. ISSN 1055-0143

Abstract

We report herein a new method for the photoredox activation of boronic esters. Using these reagents, an efficient and high throughput continuous flow process was developed to perform a dual iridium and nickel catalysed C(sp2)–C(sp3) coupling by circumventing solubility issues associated with potassium trifluoroborate salts. Formation of an adduct with a pyridine-derived Lewis base was found to be essential for the photoredox activation of the boronic esters. Based on these results we were able to develop a further simplified visible light mediated C(sp2)–C(sp3) coupling method using boronic esters and cyano heteroarenes under continuous flow conditions.

Item Type:	Article
Date Deposited:	07 Oct 2016 00:45
Last Modified:	07 Oct 2016 00:45
URI:	https://oak.novartis.com/id/eprint/29715