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Communication | Regular issue | Vol 48, No. 10, 1998, pp.1985-1988
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8249
Synthesis of a Luminescent Compound: 8-Dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

Yoshinori Tominaga,* Kaori Komiya, Seigo Kataoka, Yasuhiro Shigemitsu, Takashi Hirota, and Kenji Sasaki

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5,7) were synthesized by the [8+2] cycloaddition reaction of 7-dimethylaminoindolizines (4,6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.