110994-05-3Relevant academic research and scientific papers
A NEW PREPARATION OF N-ARYL-1-ALKYNESULPHENAMIDES AND THEIR THERMAL REARRANGEMENTS INTO INDOLINE-2-THIONES
Baudin, Jean-Bernard,Julia, Sylvestre A.,Lorne, Robert
, p. 181 - 188 (2007/10/02)
Reaction of 1-alkynyl-lithio derivatives with N,N-dialkylaminosulphenyl chlorides 3a,b affords the N,N-dialkyl-1-alkynesulphenamides 4.When treated with stoichiometric amounts of a substituted benzenamine and methanesulfonic (or trifluoroacetic) acid, the sulphenamides 4, are converted into N-aryl-1-alkynesulphenamides 6-20.On heating in benzene, many of these sulphenamides 6-20 undergo -sigmatropic rearrangements followed by cyclisation of the intermediate thioketenes yielding the substituted indoline-2-thiones 21-30.
