3657-84-9Relevant academic research and scientific papers
N-ARYL-ETHENESULPHENAMIDES; THERMAL TRANSFORMATION OF TWO N-(1-NAPHTHYL)-ETHENESULPHENAMIDES INTO 1H-BENZINDOLES
Baudin, Jean-Bernard,Julia, A. Sylvestre,Ruel, Odile
, p. 881 - 890 (2007/10/02)
Reaction of vinylmagnesium bromide with morpholine or piperidine-N-sulphenyl chlorides 3a,b affords the N-ethenylthio-morpholine and -piperidine 4a,b.When treated with stoichiometric amounts of an arylamine and methanesulphonic (or trifluoroacetic) acid, the sulphenamides 4 are converted into N-aryl-ethenesulphenamides 6a-e.On heating in toluene, two of these sulphenamides 6d and 6e undergo -sigmatropic rearrangements followed by cyclisation of the intermediate amino-thioaldehydes yielding the corresponding 1H-benzindoles 8a,b.
