The Journal of Organic Chemistry

Chemical behavior of N-alkyl-N-methylbenzylammonium N-alkylide

S Okazaki, N Shirai, Y Sato

Index: Okazaki, Seiji; Shirai, Naohiro; Sato, Yoshiro Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 334 - 337

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Citation Number: 25

Abstract

N-Alkyl-N-methyl (4-substituted benzy1) ammonium N-alkylides (3), produced by fluoride ion induced desilylation of N-alkyl-N-methyl-N-(4-~ ubstituted benzyl)-1-(trimethylsily1) alkyla" onium iodides (2), were mainly converted into N-alkyl-N-methyl-l-(4substituted benzy1) alkylamines (5, Stevens rearrangement products) and 4-substituted toluenes (8). Both compounds were produced via radical-forming and-destroying pathways from 2- ...

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