1,3-Dipolar Cycloadditions. LXXVI. Cycloadditions of Diazomethane to Substituted Butadienes
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概要
- 論文の詳細を見る
1-Substituted butadienes (R=CH_2,CH_3,O, C_3H_5,CO_2CH_3,CN) and 2-phenylbutadiene accept diazomethane at the 3,4-bond yielding 3-vinylpyrazoline derivatives. Tautomerization of the 1-to 2-pyrazolines takes place either at room temperature (R=CO_2CH_3,CN), on heating (R=C_6H_5) or on acid catalysis (R=H, CH_3,OCH_3) ; the 2-pyrazolines are characterized as 1-carbamoyl and 1-nitroso derivatives. 1-Substituted butadienes follow in their rate constants of diazomethane cycloaddition a linear free energy relationship with Hammett's σp values, ρ=+4.2. The rates and orientations are discussed in the light of the recent MO perturbation treatment.
- 社団法人日本薬学会の論文
- 1975-11-25
著者
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太田 明廣
東京薬科大学薬学部
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太田 明廣
Tokyo College Of Pharmacy
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HUISGEN ROLF
Institut fur Organische Chemie der Universitat Munchen
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太田 明廣
Institut fur Organische Chemie der Universitat Munchen
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GEITTNER JOCHEN
Institut fur Organische Chemie der Universitat Munchen
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太田 明広
東京薬大 薬
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