Nitrosation of the N-alkyl-O-acylhydroxylamines. A new deamination method

…, M Ribi, LK Cho, N Egger, PM Dzadzic…

Index: White, Emil H.; Ribi, Max; Cho, Lee K.; Egger, Notker; Dzadzic, Petar M.; Todd, Michael J. Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4866 - 4871

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Citation Number: 10

Abstract

The nitrosation of N-alkyl-0-acylhydroxylamines leads to immediate decomposition at dry ice temperatures; the corresponding ester and nitrous oxide are formed. An lSO study has shown that the nitroso-0-acylhydroxylamines fragment directly rather than undergo a rearrangement reaction (as observed with the nitrosoamides). The product yields are respectable, especially at low temperatures, and the method has promise for the ...