65134-90-9Relevant academic research and scientific papers
NOVEL AND EFFECTIVE METHODS FOR α-THIOALKYLATION OF AROMATIC COMPOUNDS
Torisawa, Yasuhiro,Satoh, Atsushi,Ikegami, Shiro
, p. 1729 - 1732 (2007/10/02)
Convenient and effective methods for the introduction of a methylthiomethyl group and other α-thioalkyl group into aromatic compounds are described.
Behavior of Benzyl Sulfoxides toward Acid Chlorides. Useful Departures from the Pummerer Reaction
Chupp, John P.,Balthazor, Terry M.,Miller, Michael J.,Pozzo, Mark J.
, p. 4711 - 4716 (2007/10/02)
The present study extends the reaction of certain electrophilic reagents with electron-rich sulfides and sulfoxides beyond previously known limits.Thus, treatment of methoxy- and, more particularly, aminobenzyl sulfoxides 2 with acyl or hydrogen chlorides gives rise in high yields to the corresponding benzyl chlorides, a departure from the normally expected Pummerer reaction.It is demonstrated that ideal substrates for this reaction are o-anilines 1 derived from the well-known rearrangment of aromatic sulfilimines.Further, certain of the o-ammoniobenzyl chloride salts 4 so produced provide a basis for a novel and superior desulfurization of 1 to the corresponding o-methylaniline without resorting to Raney nickel.
