450358-23-3Relevant academic research and scientific papers
Study of insertion reactions with phosphorus ylides - On reactions between 4-(4-methylphenyl)-2,3-benzoxazin-1-one and alkylidene phosphoranes
Abdou, Wafaa Mahmoud,Fahmy, Amin Farouk Mohammed,Kamel, Azza Abdel-Azeem
, p. 1696 - 1701 (2007/10/03)
4-(4-Methylphenyl)-2,3-benzoxazin-1-one (1) reacts thermally with a series of alkylidene phosphoranes and the relevant salts to give mainly substituted isoquinolines. Thus, compound 1 reacts with ester ylides 2a and 2b to give isoquinolones 7a and 7b, whereas with benzoylmethylenetriphenyl-phosphorane (3a), compound 7c was obtained together with the corresponding ylide 9a. The latter compound was treated with K2CO3 and then with polyphosphoric acid to give the isoquinolone 7c. With acetyl ylide 3b, o-diacetyl-α-naphthol 13 and cycloheptenone 14 were also obtained, in addition to 7d. On the other hand, isoquinolone derivatives 18, 21a, and 21b were successfully prepared by treatment of 1 with moderately (4a) and more reactive (4b, 4c) phosphonium salts.
