Gold-catalyzed [3+3]-annulation of azomethine imines with propargyl esters.
The gold-catalyzed [3+3]-cycloaddition reaction of propargyl esters and azomethine imines has been developed. The reaction provides a rapid entry into a wide range of substituted tetrahydropyridazine derivatives from simple starting materials. A stepwise mechanism involving addition of the 1,3-dipole to a gold-carbenoid intermediate is proposed.
Shapiro
Nathan D
ND
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Shi
Yun
Y
Toste
F Dean
FD
D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D013882:Thiosemicarbazones / Q000737:chemistry*
D001391:Azo Compounds; D004952:Esters; D007097:Imines; D013882:Thiosemicarbazones; C512188:azomethine; D006046:Gold