書誌事項
- タイトル別名
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- Transition Metal-Catalyzed Reactions of Chalcogen Compounds.
- カルコゲン ゲンシ カゴウブツ オ モチイル センイ キンゾク ショクバイ ハ
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抄録
Novel transition metal-catalyzed reactions of organic chalcogen compounds with acetylenes are described. In the presence of transition metal-catalysts such as Pd (PPh3)4, the addition of diaryl disulfides and diselenides to terminal acetylenes takes place stereoselectively to give high yields of (Z) -1, 2-bis (arylthio) -1-alkenes and (Z) -1, 2-bis (arylseleno) -1-alkenes, respectively. Similarly, many transition metal-complexes catalyze the addition of thiols (and selenols) to acetylenes, providing vinylic sulfides (and selenides) regioselectively. These reactions may involve vinylic metals as the intermediate. Thus, when the reaction of diaryl disulfides and diselenides with terminal acetylenes is performed under the pressure of carbon monoxide, the carbonylative addition occurs and carbon monoxide is regioselectively incorporated on the side of the terminal carbon of the acetylenes. The obtained carbonylation products, i.e., α, β-unsaturated thiolesters and selenolesters, can be reduced chemoselectively to corresponding α, β-unsaturated aldehydes by treatment with n-Bu3SnH in the presence of Pd (PPh3)4. We believe that this study will open up a new field of transition metal chemistry in combination with sulfur and selenium chemistry.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 51 (9), 815-825, 1993
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390282680255678336
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- NII論文ID
- 130000923499
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DyaK2cXjtValuw%3D%3D
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 3839053
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
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- 抄録ライセンスフラグ
- 使用不可