Synthesis of N-trifluoroacetyl-2-hydroxynoraporphine by radical reaction of p-quinol acetate of N-trifluoroacetyl-1-(2-iodoveratryl)methyl-1, 2, 3, 4-tetrahydro-7-methoxyisoquinolin-6-ol

Article abstract of DOI:10.3987/COM-04-S(P)37

Radical reaction of p-quinol acetate (8b) of N-trifluroroacetyl-1- (2-iodoveratryl)methyl-1, 2, 3, 4-tetrahydro-7-methoxyisoquinolin-6-ol (7b) using tributyltin hydride gave the corresponding noraporphine (9)(45%), while that of the bromo congener (8a) failed. Similar reaction of 8b using tris(trimethylsilyl)silane improved the yield (75%) of 9.