e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
The chemistry of arene imines. IV. An unusual silver promoted transformation of N??chlorophenanthrene 9, 10??imine into 9, 10??phenanthrenequinone dialkyl acetals
Abstract Methanolic silver nitrate and perchlorate convert N-chlorophenanthrene 9, 10-imine (1) into 10, 10-dimethoxy-9 (10H)-phenanthrone (2) in 60% yield. Substitution of the mthanol by ethanol, 1-and 2-propanol gives phenanthrenequinone diethyl-, di-1-propyl-and di-2- propylacetals (3-5), respectively. Silver acetate promotes these transformations only in the presence of a protic acid. The reaction mechanism is assumed to involve the generation of ...