4.7 Article

Decarboxylative Alkylation of Heteroarenes Using N-Hydroxybenzimidoyl Chloride Esters

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 21, Pages 14360-14368

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02318

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Funding

  1. National Natural Science Foundation of China [21772085, 21971107]

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Functionalized N-heteroarenes are highly desired motifs in medicinal chemistry and pharmaceutical industry. Minisci-type reactions usually require a protonated N-heteroarene for the alkyl radical to attack. This work describes a leaving-group-assisted redox-active ester to enable direct coupling of an amino acid with N-heteroarenes. The efficient and sustainable photoredox strategy provides rapid access to an alkylated heterocyclic manifold.

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