105417-01-4Relevant articles and documents
Green synthesis of vicinal dithioethers and alkenyl thioethers from the reaction of alkynes and thiols in water
Jin, Zhuang,Xu, Bo,Hammond, Gerald B.
supporting information; experimental part, p. 168 - 173 (2010/03/24)
The reaction of a wide range of alkynes with thiols to give vicinal dithioethers in water, under mild conditions, is reported. In addition, non-terminal propargyl alcohols react with aryl thiols in water to produce a highly regio-and stereoselective monohydrothiolation product, (E)-alkenyl thioether. Reaction mechanism and computational studies on the selectivity of the product are presented.
HIGHLY SELECTIVE THIOSELENATION OF OLEFINS USING DISULFIDE-DISELENIDE MIXED SYSTEM
Ogawa, Akiya,Sonoda, Noboru
, p. 331 - 332 (2007/10/02)
A highly selective thioselenation of olefins has been attained by using a disulfide-diselenide mixed system.
BORON TRIFLUORIDE PROMOTED REACTION OF BENZENESULPHENANILIDES WITH ALKENES
Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero
, p. 1145 - 1156 (2007/10/02)
The boron trifluoride-promoted reaction of a series of 3'- and 4'-substituted benzenesulphenanilides (1) with various alkenes has been investigated as a potential synthetic route to arylaminosulphides.The benzenesulphenanilides (1) investigated generally afford arylaminosulphenylation adducts in fair to good yields except for the methoxy-substituted anilides (1e and f), which largely lead to decomposition products under comparable conditions.In all cases examined, the addition proceeds with trans-stereospecificity and, with terminal alkenes, leads regioselectively to the exclusive (or predominant) formation of the terminal sulphides.The findings are interpreted by assuming that boron trifluoride transforms the sluggish benzenesulphenanilides (1) into reactive electrophilic species, which can undergo nucleophilic attack at sulphur by an alkene, presumably affording episulphonium-borate ion-pair intermediates, in competition with attack by another sulphenanilide unit.