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A Pyridine-Pyridine Cross-Coupling Reaction via Dearomatized Radical Intermediates.

08:00 EDT 9th August 2019 | BioPortfolio

Summary of "A Pyridine-Pyridine Cross-Coupling Reaction via Dearomatized Radical Intermediates."

A pyridine-pyridine coupling reaction has been developed between pyridyl phosphonium salts and cyanopyridines using B2pin2 as an electron-transfer reagent. Complete regio- and cross-selectivity are observed when forming a range of valuable 2,4'-bipyridines. Phosphonium salts were found to be the only viable radical precursors in this process, and mechanistic studies indicate that the process does not proceed via Minisci-type coupling involving a pyridyl radical. Instead, a radical-radical coupling process between a boryl phosphonium pyridyl radical and a boryl-stabilized cyanopyridine radical explains the C-C bond-forming step.

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This article was published in the following journal.

Name: Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
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