Concurrent methoxide ion attack at the 5-and 7-carbons of 4-nitrobenzofurazan and 4-nitrobenzofuroxan. A kinetic study in methanol

F Terrier, AP Chatrousse, F Millot

文献索引：Terrier, Francois; Chatrousse, Alain-Pierre; Millot, Francois Journal of Organic Chemistry, 1980 , vol. 45, # 13 p. 2666 - 2672

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被引用次数: 36

摘要

In methanolic solution, methoxide ions attack both the 5-and 7-carbons of 4- nitrobenzofurazan (5) and 4-nitrobenz: ofuroxan (8) to give the Meisenheimer-type complexes 6, 9 and 7, 10. The kinetics of the interactions have been, studied by the stopped- flow method. The formation of the 5-methoxyl adducts 6 and 9 is found to always pre1: ede that of the thermodynamically more stable 7-methoxyl isomers 7 and 10. The results ...