Syntheses of Aminoisoquinolines and Related Compounds. III. Influence of Substituents on the Direction of Ring-closure in the Bischler-Napieralski Reaction
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概要
- 論文の詳細を見る
The Bischler-Napieralski cyclization of phenethylamide (VII), having an ethoxycarbamido group in the 3-position of the benzene ring was found to take place in the positions para and ortho to the ethoxycarbamido group, and the two isoquinoline derivatives could be separated in the stage of N-methyl-1,2,3,4-tetrahydroisoquinolines (Xa and Xb) in 1 : 3.5 ratio (para to ortho). Deamination of the 8-amino compound (XIb) gave a mixture of 6,7-dimethoxy derivative (XIb) and dl-nuciferin (XIIc), which were separated by chromatography on silica gel to give two components in 2 : 1 ratio.
- 公益社団法人日本薬学会の論文
- 1969-11-25
著者
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石渡 三郎
Tokyo College of Pharmacy
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板倉 啓壹
Tokyo College of Pharmacy
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石渡 三郎
Tokyo College Of Pharmacy Kashiwagi Shinjuku-ku Tokyo
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板倉 啓壹
Tokyo College Of Pharmacy Kashiwagi Shinjuku-ku Tokyo
関連論文
- Synthesis of Aminoisoquinolines and Related Compounds. X. A Modified Synthesis of dl-Cularine
- Synthesis of Aminoisoquinolines and Related Compounds. IX. Synthesis of dl-O-Methylcaseadine
- Syntheses of Aminoisoquinolines and Related Compounds. VIII. Total Synthesis of dl-Homolinearisine
- Studies on Benzimidazoles and Related Compounds. III. The Intramolecular Mannich Reaction of 2-Alkylaminomethylbenzimidazoles
- Syntheses of Aminoisoquinolines and Related Compounds. VII. Syntheses of O-Methylorientalinone and O-Methyliso-orientalinone
- Syntheses of Aminoisoquinolines and Related Compounds. VI. A Modified Synthesis of dl-Pronuciferine
- Syntheses of Aminoisoquinolines and Related Compounds. V. The Direction of the Mannich Reaction on the Aminotetrahydroisoquinolines to the Aminoprotoberberines
- Syntheses of Aminoisoquinoloines and Related Compounds. IV. Syntheses of Aminoprotoberberines by the Mannich Reaction
- Total Synthesis of dl-Homolinearisine
- Syntheses of Benzimidazoles and Related Compounds. II. Syntheses of 3H-Imidazo [4,5-f]-and 1H-Imidazo-[5,4-g] quinolines
- Syntheses of Aminoisoquinolines and Related Compounds. III. Influence of Substituents on the Direction of Ring-closure in the Bischler-Napieralski Reaction
- Synthesis of Aminoisoquinolines and Related Compounds. II. Syntheses of 6-Amino-1-benzylisoquinolines by the Bischler-Napieralski Reaction
- Deamination of 8-Amino-1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4-methoxybenzyl)-2-methylisoquinoline
- Synthesis of Benzimidazoles and Its Related Compounds. Synthesis of Benzimidazoles and 7-Substituted 1 (3) H-Imidazo [4,5-f] quinolines
- Syntheses of 6-Amino-1-phenylisoquinolines by Bischler-Napieralski Reaction