Studies on Tertiary Amine Oxides. LXXII. Some Nucleophilic Reactions of 1-Hydroxy-2-phenylindole
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概要
- 論文の詳細を見る
1-Hydroxy-2-phenylindole (1) reacts with tosyl chloride and p-nitrobenzenesulfonyl chloride in DMF-pyridine to give the corresponding 2-phenyl-3-sulfonyloxyindole (2 and 4). Benzoyl chloride is less reactive, and 1-benzoyloxy-2-phenylindole (5) or 3-benzoyloxy-2-phenylindole (6) is formed, depending upon the reaction conditions. 3-Acetoxy-2-phenylindole (7) is also obtained by refluxing 1 with acetic anhydride or with acetyl chloride in DMF-pyridine. Treatment of 1 with tosyl chloride and then with 1-morpholinocyclohexene (9), ethyl acetoacetate (17) and ethyl cyanoacetate (20) in DMF-pyridine at room temperature affords 3-(2-oxocyclohexyl)-2-phenylindole (10), ethyl α-(2-phenyl-3-indolyl) acetoacetate (18) and ethyl α-(2-phenyl-3-indolyl) cyanoacetatc (21) in 23.2,41 and 61% yields, respectively.
- 公益社団法人日本薬学会の論文
- 1981-07-25
著者
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佐伯 清太郎
Faculty Of Pharmaceutical Sciences Kyushu University
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浜名 政和
Faculty Of Pharmaceutical Sciences Kyushu University
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永吉 剛
Faculty of Pharmaceutical Sciences, Kyushu University
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永吉 剛
Faculty Of Pharmaceutical Sciences Kyushu University
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