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Communication | Regular issue | Vol 23, No. 10, 1985, pp.2531-2534
Published online, 1st January, 1970
DOI: 10.3987/R-1985-10-2531
Synthesis of Benzannelated 1-Azacycl[3.2.2]azine: 1-Azabenzo[h]cycl[3.2.2]azine

Yoshinori Tominaga,* Yoshihide Shiroshita, Masanori Kawabe, Hiromi Goto, Yukio Oniyama, and Yoshiro Matsuda

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


1-Azabenzo[h]cycl[3.2.2]azine (3) was synthesized by the reaction sequence starting from 2-[1-ethoxycarbonyl-2,2-bis-(methylthio)vinyl]isoquinolinium iodide (4), involving the cycloaddition of 2-methylthioimidazo[2,1-a]isoquinoline (8) with dimethyl acetylenedicarboxylate as the key step. It was found that 3 and its 2-methylthio derivative (14) are typical aromatic compounds.