1. Novel photoreductive cyclization of 1-aryl-2-methylpropane-1,3-diones
- Author
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Michikazu Yoshioka, Nobuko Ishizuka, Akiko Sano, Sanae Kuwabara, Yoshinobu Yokomori, and Tadashi Hasegawa
- Subjects
Ring formation (Chemistry) -- Observations ,Ketones -- Analysis ,Carbonyl compounds -- Research ,Hydrochloric acid -- Analysis ,Nuclear magnetic resonance spectroscopy -- Usage ,Biological sciences ,Chemistry - Abstract
2-methyl-1-phenylpropane-1, 3-dione in a 2-propanol solution yields three trioxatricyclononane isomers as Pyrex filtered mercury lamp irradiation 1,3-diketones yield 2,6, 9-trioxatricyclo(3.3.1.0)nonanes by unique photoreductive cyclization with pinacols as intermediate products. Nonanes yield bicyclooctadienes, methylenecyclopentenes and epoxycycloheptenone on acid treatment. IR spectroscopic studies reveal that three trioxatricyclononane isomers have no carbonyl or hydroxy absorption-bands.
- Published
- 1993