Peer-Reviewed Journal Details
Mandatory Fields
McGlacken, Gerard P.; Fairlamb, Ian; Prendergast, Aisling; Pardo, Leticia
2017
August
European Journal of Organic Chemistry
Access to some C5-cyclised 2 pyrones and 2-pyridones via direct arylation; retention of chloride as a synthetic handle
Validated
WOS: 8 ()
Optional Fields
C-H activation Cross-coupling Heterocycles Palladium Synthetic methods
The synthetic effort towards the functionalisation of C-H bonds on 2 pyrones and 2-pyridones has been funnelled by the preferential reactivity of the C-3 position. Herein, we report a direct arylation protocol for the intramolecular coupling of 2 pyrones and 2 pyridones, allowing access to a previously unavailable class of C-5 cyclised products with an unstudied biological profile. A C-Cl bond was retained at C-3 during the direct arylation process allowing further derivatisation at C-3, which we have demonstrated with a proof-of-principle Suzuki-Miyaura cross-coupling reaction.
1099-0690
http://dx.doi.org/10.1002/ejoc.201700980
10.1002/ejoc.201700980
Grant Details