Inverting the Conventional Site Selectivity of Cross-Coupling of 2,4-Dichloropyrimidines
Year: 2025
Type: article
Abstract: Cross-coupling and nucleophilic aromatic substitution reactions of 2,4-dihalopyrimidines generally favor reaction at the C4 site, especially in the absence of other substituents on the pyrimidine ring. Here we review our recent discovery of reaction conditions that enable C2-selective Pd-catalyzed C-S coupling of unsubstituted 2,4-dichloropyrimidines, as well as some substituted derivatives. The unusual C2-selectivity complements previously established cross-coupling methods and raises interesting mechanistic questions about oxidative addition in cross-coupling catalytic cycles.This is the accepted manuscript version of an article published by Georg Thieme Verlag [Inverting the Conventional Site Selectivity of Cross-Coupling of 2,4-Dichloropyrimidines. Synlett 37, 03 p281-286 (2025)] https://doi.org/10.1055/a-2710-1288. Deposited by shareyourpaper.org and openaccessbutton.org. We've taken reasonable steps to ensure this content doesn't violate copyright. However, if you think it does you can request a takedown by emailing [email protected].
Authors: Jackson, Oliver D., Neufeldt, Sharon R.
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W7134178719