Journal
ORGANIC LETTERS
Volume 22, Issue 19, Pages 7671-7675Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02863
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Funding
- CNRS, Normandie Universite
- Labex Synorg [ANR-11-LABX-0029]
- French Ministry of Research
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We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy) 3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.
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