Catalyst-controlled divergent transformations of N-sulfonyl-1,2,3-triazoles into isoquinolin-3-ones and 2-aminoindanones

A novel catalyst-controlled divergent intramolecular reactions of N-sulfonyl-1,2,3-triazoles with tethered-allylic alcohol has been developed. In the presence of Pd(0) catalyst alone, 1-vinylated 1,4-dihydroisoquinolin-3-ones were formed. Whereas, 3-vinylated 2-aminoindanones were accessed under tandem, one-pot, Rh(II)/Pd(0) dual catalytic conditions. Based on the deuterium-labelling experiments and isolation of intermediate, a plausible reaction mechanism has been proposed.