e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Regioselective Synthesis of Quinolin-8-ols and 1, 2, 3, 4-Tetrahydroquinolin-8-ols by the Cyclization of 2-(3-Hydroxyphenyl) ethyl Ketone 0-2, 4-Dinitrophenyloximes.
K Uchiyama, A Ono, Y Hayashi…
Index: Uchiyama, Katsuya Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 12 p. 2945 - 2955
Cyclization of 2-(3-hydroxyphenyl) ethyl ketone O-2, 4-dinitrophenyloximes proceeds on the oxime nitrogen atom by the treatment with NaH and then with 2, 3-dichloro-5, 6-dicyano-p- benzoquinone and acetic acid to yield quinolin-8-ols regioselectively. The reaction in the presence of Na [BH 3 (CN)] affords 1, 2, 3, 4-tetrahydroquinolin-8-ols. The present cyclization proceeds via alkylideneaminyl radical intermediates generated by the single ...
[Acton III, John J.; Black, Regina M.; Jones, A. Brian; Moller, David E.; Colwell, Lawrence; Doebber, Thomas W.; MacNaul, Karen L.; Berger, Joel; Wood, Harold B. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 2 p. 357 - 362]
