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Paper | Regular issue | Vol 45, No. 10, 1997, pp.1937-1944
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7924
Synthesis of 2-Aroylmethylquinolin-4-ones via the Addition Reaction of ortho-Nitrobenzoylketene to 1-Aryl-1-trimethylsilyloxyethylenes

Jun Toda, Toshiaki Saitoh, and Takehiro Sano*

*Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan


Catalytic hydrogenation of 1-aryl-5-(2-nitrophenyl)pentane-1,3,5-triones A over 10% Pd-C caused selective reduction of the nitro group with concomitant cyclization to give 2-aroylmethylquinolin-4-ones B. This provides a simple method of quinolin-4-one synthesis.