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Note | Regular issue | Vol 51, No. 10, 1999, pp.2471-2478
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8661
A Facile and Convenient Synthetic Method for Fluorine-containing 1,2-Dihydropyrido[3,2-h]quinazolines and Pyrido[3,2-h]quinazolines

Etsuji Okada* and Norikado Tsukushi

*Department of Chemical Science andd Engineerring, Faculty of Engineering, Kobe University, Kobe 657-8501, Japan


5,7-Bis(trifluoroacetyl)-8-quinolylamine (1) reacted with various aliphatic and aromatic aldehydes in the presence of aqueous ammonia to afford fluorine-containing 1,2-dihydropyrido[3,2-h]quinazolines (2) and pyrido[3,2-h]quinazoline-6-methanols (3) in moderate to high yields. Dehydrogenation of 2 with DDQ gave the corresponding pyrido[3,2-h]quinazolines (4) in excellent yields. Conversion of alcohols (3) into hydrates (4) with DDQ was also successful.