Premium
Darstellung und Reaktionen von N ‐Phenacyl‐ N ‐tosylhydroxylaminen und ‐hydrazinen
Author(s) -
Wessig Pablo,
Henning HansGeorg
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101171
Subject(s) - phenacyl , chemistry , phenacyl bromide , halide , medicinal chemistry , alkyl , organic chemistry
Preparation and Reactions of N ‐Phenacyl‐ N ‐tosylhydroxylamines and ‐hydrazines O ‐Alkyl‐ N ‐phenacyl‐ N ‐tosylhydroxylamines 3 were prepared in two steps from O ‐alkylhydroxylamines 1 . In the presence of a base the N ‐tosylhydroxylamines 3 undergo rearrangement and cleavage to N ‐tosylphenacylamine ( 5 ) and aldehydes 6 . N ‐Alkul‐ N ′‐phenacyl‐ N , N ′‐ditosylhydrazines 12 were obtained by stepwise treating of N , N ′‐ditosylhydrazine with alkyl halide and phenacyl bromide/potassium tert ‐butoxide/DMF.