76916-53-5Relevant academic research and scientific papers
The reaction of N-phenylsulfonimidoyl chloride with trimethylsilylethene. A new route to 2-alkenylanilines
Harmata, Michael,Kahraman, Mehmet,Jones, Darin E.,Pavri, Neville,Weatherwax, Susan E.
, p. 9995 - 10006 (2007/10/03)
N-Phenylsulfonimidoyl chloride reacts with trimethylsilylethene in the presence of aluminum chloride to give two product benzothiazines, one of which has been desilylated. The silylated benzothiazine can be deprotonated and alkylated, sometimes with very high diastereocontrol. Upon treatment with fluoride, these silylated benzothiazines undergo desilylation with concomitant cleavage of the carbon-sulfur bond to give 2- alkenylsulfinanilides which can be hydrolyzed to the corresponding anilines.
Palladium-Assisted N-Alkylation of Indoles: Attempted Application to Polycyclization
Hegedus, Louis S.,Winton, Peter M.,Varaprath Sudarsanan
, p. 2215 - 2221 (2007/10/02)
The palladium(II) complexes of the olefins ethene, propene, and 1-hexene reacted with 1-lithioindole to produce N-alkylated indoles exclusively.Attempts to perform this N-alkylation intramoleculary (to form tricyclic material from 2-allylskatole) failed.Anilines with dienic side chains in the 2-position were subjected to Pd(II)-assisted cyclization conditions in attempts to induce polycyclization.However, only monocyclization was observed.
