98260-86-7Relevant articles and documents
Pyrolysis and Photolysis of the N-Oxides of Protopines and Hexahydrobenzophenanthridines. Syntheses of the Secoberbines and Benzophenanthridines
Iwasa, Kinuko,Sugiura, Makiko,Takao, Narao
, p. 998 - 1008 (2007/10/02)
Pyrolysis and photolysis of the N-oxides of the protopines 9 and 16 produces the ring-enlarged compounds 10 and 17, whose reduction with zinc in acetic acid leads to the secoberbines (+/-)-corydalisol (11) and (+/-)-hypecorine (12) from 9, and the corresponding analogs (18 and 19) from 16.Pyrolysis of (+)-chelidonine N-oxide (24) generates dihydrosanguinarine (22).Keywords - pyrolysis; photolysis; N-oxide; protopine; sanguinarine; corydalisol; hypecorine