167779-18-2Relevant academic research and scientific papers
Preparation of N,N-bis(trimethylsilyl)-1-alkenesulfenamides and their desilylative conversion to 1-alkenesulfenimines. New stable 1-alkenesulfenic acid derivatives
Refvik, Mitchell D.,Schwan, Adrian L.
, p. 8387 - 8396 (2007/10/03)
Eight stable N,N-bis(trimethylsilyl)-1-alkenesulfenamides (3) were synthesized by the reaction of 1-alkenesulfenate anions with TMSCI and LiHMDS. Compounds 3 were isolated either by distillation or by chromatography. 1-Alkenesulfenamides (3) can be desilylated in the presence of aldehydes and ketones that do not bear α- hydrogens, to afford 1-alkenesulfenimines (7) either as single isomers or as mixtures of geometric isomers about the C=N bond. Protodesilylation of compounds 3 leads to 1-alkenesulfenamides (8) that have only hydrogens on the nitrogen. The parent 1- alkenesulfenamides 8 are not particularly stable, but could be characterized.
N,N-bis(Trimethylsilyl)alkenesulfenamides: Synthesis and Transaminations via S-Alkenylthiophthalimides. A General Route to Alkenesulfenamides and Alkenesulfonamides
Schwan, Adrian L.,Refvik, Mitchell D.
, p. 1949 - 1950 (2007/10/02)
N,N-bis(Trimethylsilyl)alkenesulfenamides 3, prepared by the reaction of trans-alkenesulfenates with TMSCl and LiHMDS, are modified to their corresponding S-alkenylthiophthalimides 6 which are then converted to alkenesulfenamides 7 bearing more general nitrogen functionality.
PREPARATION AND REACTIONS OF SUBSTITUTED ETHENESULFENATE ANIONS
Schwan, Adrian L.,Refvik, Mitchell D.
, p. 327 - 328 (2007/10/02)
Trans-alkyl and gem-silyl substituted ethenesulfenate anions result from the reaction of hexamethyldisilazide bases with anti-alkyl and anti-silyl substituted thiirane-S-oxides, respectively, via a stereoselective deprotonation process.The sulfenates can be captured at sulfur with certain alkyl halides or they can be converted to a series of substituted ethenesulfenic acid amides.
