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Mild, Redox-Neutral Formylation of Aryl Chlorides through the Photocatalytic Generation of Chlorine Radicals.

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.

SUBMITTER: Nielsen MK

PROVIDER: S-EPMC5662441 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Mild, Redox-Neutral Formylation of Aryl Chlorides through the Photocatalytic Generation of Chlorine Radicals.

Nielsen Matthew K MK Shields Benjamin J BJ Liu Junyi J Williams Michael J MJ Zacuto Michael J MJ Doyle Abigail G AG

Angewandte Chemie (International ed. in English) 20170523 25

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. ...[more]

PMID: 28471521

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