Direct and regioselective C-H alkenylation of tetrahydropyrido[1,2-a]pyrimidines.
The electrophilic C-H palladation and Heck-type alkenylation of the tetrahydro[1,2-a]pyrimidine scaffold leads to exclusive formation of the C(7) adducts, and this palladium-catalyzed process is applicable to a broad range of alkenyl components. Mechanistic studies suggest that palladation is selective for C(7), and there was no evidence for C(9) metalation; the latter corresponds to the pathway observed previously with N-methylpyridone.
Cheng
Dachen
D
School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom.
Gallagher
Timothy
T
D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010165:Palladium; D011743:Pyrimidines / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000475:Alkenes; D011743:Pyrimidines; D010165:Palladium