McCaw, Patrick G.; Buckley, Naomi M.; Eccles, Kevin S.; Lawrence, Simon E.; Maguire, Anita R.; Collins, Stuart G.

2017

March

The Journal of Organic Chemistry

Synthesis of cyclic alpha-diazo-beta-keto sulfoxides in batch and continuous flow

In Press

WOS: 11 ()

α-diazo-β-keto-sulfoxide Diazo transfer Continuous flow Amberlyst A21

Diazo transfer to beta–keto sulfoxides to form stable isolable alpha-diazo-beta-keto sulfoxides has been achieved for the first time. Both monocyclic and benzofused ketone derived beta-keto sulfoxides were successfully explored as substrates for diazo transfer. Use of continuous flow leads to isolation of the desired compounds in enhanced yields relative to standard batch conditions, with short reaction times, increased safety profile and potential to scale up.

0022-3263

10.1021/acs.joc.7b00172

Irish Research Council