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Reaction of 2-propargylphenylcarbamates with diphenyliodonium salts via Meyer-Schuster rearrangement |
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| Authors: | Hideki Minami Noriko Okamoto Takuya Sueda Takatsugu Sakaguchi Minoru Ishikura Reiko Yanada |
| Institution: | 1. Faculty of Pharmaceutical Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan;2. School of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan |
| Abstract: | The syntheses of 2,3-dihydro-4-quinolones from 2-propargylphenylcarbamates by one-pot tandem process that involves Meyer-Schuster rearrangement or arylative Meyer-Schuster rearrangement/Michael addition of carbamate nitrogen to the resulting vinyl ketones have been developed. Phenylcarbamates tethering tertiary propargyl alcohols underwent arylative Meyer-Schuster rearrangement/Friedel-Crafts alkylation to produce 2,3-dihydroindenones. |
| Keywords: | Quinolone Meyer-Schuster rearrangement Michael addition Indenone Friedel-Crafts alkylation |
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