Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton.
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Reaction of 2, 3-dihydro-7-methoxy-6-methyl-1H-pyrrolo [1, 2-a] indole-9-carboxaldehydes (2), (3), (4), (5), and (6) with thiolacetic acid in the presence of 6 N sulphuric acid at room temperature gave 9-diacetylthiomethyl-2, 3-dihydro-7-methoxy-6-methyl-1H-pyrrolo [1, 2-a] indoles (12), (13), (14), (15), and (16), respectively. The same reaction of the compound (2) at 0° afforded 1-acetoxy-9-diacetylthiomethyl-2, 3-dihydro-7-methoxy-6-methyl-8-nitro-1H-pyrrolo [1, 2-a] indole (11). Successive treatment of the compound (11) with absolute methanol in the presence of sodium methoxide gave 2, 3-dihydro-1-hydroxy-7-methoxy-9-dimethoxymethyl-6-methyl-8-nitro-1H-pyrrolo [1, 2-a] indole (17).
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 26 (6), 1918-1922, 1978
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679147739008
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- NII論文ID
- 110003623223
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可