72687-64-0Relevant articles and documents
Direct Reductive N-Functionalization of Aliphatic Nitro Compounds
Rauser, Marian,Ascheberg, Christoph,Niggemann, Meike
, p. 3970 - 3974 (2018/02/26)
The first general protocol for the direct reductive N-functionalization of aliphatic nitro compounds is presented. The nitro group is partially reduced to a nitrenoid, with a mild and readily available combination of B2pin2 and zinc organyls. Thereby, the formation of an unstable nitroso intermediate is avoided, which has so far severely limited reductive transformations of aliphatic nitro compounds. The reaction is concluded by an electrophilic amination of zinc organyls.
A note on the synthesis and gas chromatographic-mass spectrometric properties of N-(Trimethylsilyl)-acetates of amphetamine and analogs
Coutts,Jones,Benderly,Mak
, p. 350 - 352 (2007/10/14)
Amphetamine, some N-alkyl homologs, and ring-methoxylated analogs were each treated with a slight excess of trimethylsilylketene in dimethoxyethane or carbon tetrachloride. N-(trimethylsilyl)acetate derivatives formed almost quantitatively within a few minutes at room temperature; this was ascertained by nuclear magnetic resonance and infrared studies on the compounds. The N-(trimethylsilyl)acetate derivatives decomposed to varying extents on GC; some were relatively stable with barely detectable decomposition, while others decomposed extensively to the corresponding N-acetates. The N-(trimethylsilyl)acetates were converted quantitatively to the corresponding N-acetates by the action of aqueous hydrochloric acid.