Biomimetic Reductive Amination of Fluoro Aldehydes and Ketones via [1, 3]-Proton Shift Reaction. 1 Scope and Limitations

T Ono, VP Kukhar, VA Soloshonok

文献索引：Ono, Taizo; Kukhar, Valery P.; Soloshonok, Vadim A. Journal of Organic Chemistry, 1996 , vol. 61, # 19 p. 6563 - 6569

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被引用次数: 90

摘要

A systematic study of azomethine-azomethine isomerizations of the N-benzylimines 2, derived from fluorinated aldehydes or ketones and benzylamine, has been made. The results reveal that, in sharp contrast to hydrocarbon analogs, fluorinated imines of 2 in triethylamine solution undergo isomerizations to give the corresponding N-benzylidene derivatives 5 (for 5/2 K> 32) in good isolated yields. The rates of the isomerizations ...