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Paper | Regular issue | Vol 53, No. 6, 2000, pp.1305-1316
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8877
Synthesis of Benzacridine and Pyridoacridine via Diels-Alder Reaction of Acridonequinone

Yoshie Horiguchi,* Shinichi Sakuma, Hideki Suzuki, and Takehiro Sano

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


Synthesis of benz[b]acridones (8) and pyrido[3,2-b]acridones (15) was achieved by Diels-Alder reaction of acridonequinones (5) with several activated 1,3-dienes. The addition proceeded in a regioselective manner under mild conditions, thus providing a convenient method for the construction of polycyclic nitrogen heterocycles.