RESUMO
A tandem reaction of arynes with α- or ß-amino ketones has been revealed. Arynes react with ß-amino ketones through a cascade insertion-cyclization process to afford N-aryl tetrahydroquinolines in good yield with excellent anti-selectivity. Meanwhile, the coupling of arynes with α-amino ketones produces multisubstituted indolines in high yield with syn-selectivity. A quaternary carbon center can be constructed in this process, and the reaction can be easily scaled up.
Assuntos
Alcinos/química , Indóis/síntese química , Cetonas/química , Quinolinas/síntese química , Estereoisomerismo , Catálise , Ciclização , Indóis/química , Estrutura Molecular , Quinolinas/químicaRESUMO
N-Heterocyclic carbenes catalyzed hydrophosphonylation reaction of α-ketoesters and α-trifluoromethyl ketones was developed. Under the catalysis of 10 mol% IPr, α-ketoesters or α-trifluoromethyl ketones reacted with dialkyl phosphites to provide quaternary α-hydroxyphosphonates in good to excellent yield.
