Pyrimidin-6-yl Trifluoroborate Salts as Versatile Templates for Heterocycle Synthesis.
David L CousinsPrisca FriceroKenji P M KopfElliot J McCollWerngard CzechtizkyYee Hwee LimJoseph P A HarrityPublished in: Angewandte Chemie (International ed. in English) (2021)
We report a novel and general method to access a highly under-studied privileged scaffold-pyrimidines bearing a trifluoroborate at C4, and highlight the broad utility of these intermediates in a rich array of downstream functionalization reactions. This chemistry is underpinned by the unique features of the trifluoroborate group; its robustness provides an opportunity to carry out chemoselective reactions at other positions on the pyrimidine while providing a pathway for elaboration at the C-B bond when suitably activated.