Fischer Indolization and Its Related Compounds. XV. Vilsmeier-Haack Reaction of 1,2,3,4-Tetrahydrocarbazole Derivatives
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概要
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Treatment of 6-chloro-1,2,3,4-tetrahydrocarbazole (14) with the Vilsmeier-Haack reagent gave 6-chloro-2,3,4,4a-tetrahydrocarbazole-4a, 9-dicarboxaldehyde (16) as a main product, along with 6-chloro-1,2,3,4-tetrahydrocarbazole-9-carboxaldehyde (15) and 6-chloro-1,2,3,4-tetrahydro-1-hydroxycarbazole-9-carboxaldehyde (17). The structures were established by spectral and chemical means. The mechanism of formation of 16 is discussed ; in connection with this, a similar reaction of 6-chloro-1,2,3,4-tetrahydro-1,1-dimethylcarbazole (37) was carried out and found to yield three products, 6-chloro-1,2,3,4-tetrahydro-1,1-dimethylcarbazole-9-(38), 5-(39), and 7-carboxaldehyde (40).
- 公益社団法人日本薬学会の論文
- 1981-03-25
著者
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村上 泰興
School Of Pharmaceutical Science Toho University
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石上 永
Faculty Of Pharmaceutical Sciences Chiba University
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