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Mild,Redox-Neutral Formylation of Aryl Chlorides through the Photocatalytic Generation of Chlorine Radicals |
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| Authors: | Matthew K Nielsen Benjamin J Shields Junyi Liu Dr Michael J Williams Dr Michael J Zacuto Prof Abigail G Doyle |
| Institution: | 1. Department of Chemistry, Princeton University, 120 Washington Road, Princeton, NJ, 08544 USA
These authors contributed equally to this work.;2. Department of Chemistry, Princeton University, 120 Washington Road, Princeton, NJ, 08544 USA;3. Drug Substance Development, Celgene Corporation, 556 Morris Ave., Summit, NJ, 07901 USA |
| Abstract: | We report a redox-neutral formylation of aryl chlorides that proceeds through selective 2-functionalization of 1,3-dioxolane through nickel and photoredox catalysis. This scalable benchtop approach provides a distinct advantage over traditional reductive carbonylation in that no carbon monoxide, pressurized gas, or stoichiometric reductant is employed. The mild conditions give unprecedented scope from abundant and complex aryl chloride starting materials. |
| Keywords: | C?H functionalization formylation nickel photocatalysis redox reactions |