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Communication | Regular issue | Vol 26, No. 7, 1987, pp.1727-1730
Published online, 1st January, 1970
DOI: 10.3987/R-1987-07-1727
■ Cycloaddition of 1-Methyl-1-azaazulen-2(1H)-one with Reactive Acetylenes

Noritaka Abe and Toshiyuki Takehiro

*Department of Chemistry, Faculty of Science, Yamaguchi University, 1677-1 Yoshida, Yamaguchi 753-8512, Japan

Abstract

Reactions of 1-methyl-1-azaazulen-2(1H)-one with reactive acetylenes in refluxing acetonitrile gave 1,2-disubstituted azulene (2) , 2-methylcyclopent [de] isoguinolin-3 (2H) -one (3), 1-methylcyclopent [cd] azulen-2 (1H) -ones (4 and 5), and ,3-substituted 1-methyl-1-azaazulen-2 (1H) -ones (6 and 7) . When the reaction was carried out in refluxing t-butylbenzene, the compound 2 and 6,8a-etheno-1 -methyl-1 -azaazulen-2 (1H) -one (8) were obtained as major products.