Formation and Decomposition of 1,2,3-Triazolines Prepared from Diphenyl Phosphorazidate (DPPA) and Enamines of Diaryl-Type Ketones
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概要
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The pyrrolidine enamine 1 of deoxybenzoin reacted with diphenyl phosphorazidate (DPPA, (C_6H_5O)_2P (O) N_3) to give two amidines, the 1,2-migration product 7a and the 1,3-dipolar elimination product 8a in a ratio of 77 : 23. The reaction of DPPA with the enamine 2 of benzyl 2-pyridyl ketone proceeded slightly better in the presence of boron trifluoride etherate, giving both the 1,2-migration and 1,3-dipolar elimination products 7b and 8b. However, the main products in the reaction of DPPA with the pyrrolidine enamine 3 of 2-phenacylpyridine were 4-phenyl-5-(2-pyridyl)-1,2,3-triazole (11) and diphenyl N-pyrrolidinophosphoramidate (12e). Some other 1,3-dipolar cycloadditions of enamines with organic azides were also investigated.
- 1984-07-25
著者
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浜田 康正
Faculty of Pharmaceutical Sciences, Nagoya City University
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塩入 孝之
Faculty of Pharmaceutical Sciences, Nagoya City University
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加藤 信治
Central Research Laboratories, Santen Pharmaceutical Co., Ltd.,
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塩入 孝之
Faculty Of Pharmaceutical Sciences Nagoya City University
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塩入 孝之
名古屋市大・薬
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加藤 信治
Central Research Laboratories Santen Pharmaceutical Co. Ltd.
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加藤 信治
Faculty of Pharmaceutical Sciences, Nagoya City University
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