Preparation of New Nitrogen-Bridged Heterocycles. 55. Reinvestigation of the Bromination/Dehydrobromination of Ethyl 3-[2-(Methylthio)indolizin-3-yl]acrylate Derivatives
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- Kakehi Akikazu
- Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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- Ito Suketaka
- Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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- Suga Hiroyuki
- Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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- Kobayashi Yuhichi
- Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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- Zuo Peng
- Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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- Iriye Ryozo
- Department of Bioscience and Biotechnology, Faculty of Agriculture, Shinshu University
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説明
The bromination/dehydrobromination reactions of ethyl 3-[1-alkoxycarbonyl-2-(methylthio)indolizin-3-yl]acrylates were reinvestigated. Reactions of the title compounds with two equivalents of bromine, followed by heating of the resulting reaction mixture and then treatment with a base gave the unexpected dialkyl 7-bromothieno[2,3-b]indolizine-2,9-dicarboxylates, while similar reactions using benzyltrimethylammonium tribromide as a brominating agent afforded only non-brominated thieno[2,3-b]indolizine derivatives, which were converted to the corresponding 7-bromo derivatives upon further treatment with bromine.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 52 (2), 279-281, 2004
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
- 1390282679145387008
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- NII論文ID
- 110003615548
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 6827065
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- PubMed
- 14758019
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- 本文言語コード
- en
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- 資料種別
- journal article
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- NDLサーチ
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- PubMed
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