Nucleophilic substitution accompanying carbon-carbon bond cleavage assisted by a nitro group

…, N Taba, S Itoh, Y Tobe, N Nishiwaki, M Ariga

文献索引：Nakaike, Yumi; Taba, Noriko; Itoh, Shinobu; Tobe, Yoshito; Nishiwaki, Nagatoshi; Ariga, Masahiro Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 12 p. 2413 - 2417

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被引用次数: 16

摘要

A 2-nitrated 3-oxoester reacted with amines or alcohols to afford unsymmetrical malonic acid derivatives as a result of nucleophilic substitution accompanying C–C bond cleavage. The 2- nitrated 3-oxoester easily formed ammonium salts with amines. When the amine is liberated from the salt under equilibrium, nucleophilic amine and electrophilic keto ester locate close to each other. This intimate pair effect causes a pseudo intramolecular reaction to occur, ...

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