Ontology highlight
ABSTRACT:
SUBMITTER: Manning JR
PROVIDER: S-EPMC2921945 | biostudies-literature | 2008 Jul
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20080613 27
A concise one-pot synthesis of highly functionalized pyridines has been developed. The first step in the reaction sequence is the formal insertion of rhodium vinylcarbenoids across the N-O bond of isoxazoles. Upon heating, the insertion products undergo a rearrangement to give 1,4-dihydropyridines. DDQ oxidation then affords the corresponding pyridines in 31-84% yield. The process has proven general with a range of carbenoid and isoxazole components and represents a unique disconnection strategy ...[more]