Access to Some C5-Cyclised 2-Pyrones and 2-Pyridones via Direct Arylation; Retention of Chloride as a Synthetic Handle

作者:Prendergast Aisling M; Pardo Leticia M; Fairlamb Ian J S; McGlacken Gerard P*
来源:European Journal of Organic Chemistry, 2017, 2017(34): 5119-5124.
DOI:10.1002/ejoc.201700980

摘要

The synthetic effort towards the functionalisation of C-H bonds on 2-pyrones and 2-pyridones has been enabled 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, using a Suzuki-Miyaura cross-coupling reaction.

  • 出版日期2017-9-15