Cycloaddition of Bis〔3,3-bis(diethylamino)thioacryloyl〕Disulfide with Alkynic Dienophiles:A New Access to 2H-Thiopyran-2-thiones
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- Akimoto Keiichi
- Department of Chemistry, Faculty of Science, Saitama University
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- Masaki Kazuto
- Department of Chemistry, Faculty of Science, Saitama University
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- Nakayama Juzo
- Department of Chemistry, Faculty of Science, Saitama University
書誌事項
- タイトル別名
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- Cycloaddition of Bis(3,3-bis(diethylamino)thioacryloyl) Disulfide with Alkynic Dienophiles: A New Access to 2H-Thiopyran-2-thiones.
- Cycloaddition of Bis 3 3-bis diethylami
- Cycloaddition of Bis[3,3-bis(diethylamino)thioacryloyl] Disulfide with Alkynic Dienophiles: A New Access to 2<i>H</i>-Thiopyran-2-thiones
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The reaction of bis[3,3-bis(diethylamino)thioacryloyl] disulfide (1) with dimethyl acetylenedicarboxylate gave dimethyl 4-diethylamino-2-thioxo-2H-thiopyran-5,6-dicarboxylate in 69% yield. Similarly, a series of alkynic dienophiles reacted with 1 to give the corresponding 2H-thiopyran-2-thione derivatives in modest-to-reasonable yields. A full experimental description of this 2H-thiopyran-2-thione formation is given and a mechanism involving [4+2]cycloaddition followed by homolytic cleavage of the S–S bond is presented.
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 69 (7), 2091-2094, 1996
公益社団法人 日本化学会
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詳細情報
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- CRID
- 1390001204122024448
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- NII論文ID
- 10008906481
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- NII書誌ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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- NDL書誌ID
- 4060476
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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
- NDL
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可