60212-11-5Relevant academic research and scientific papers
Photocatalytic anion oxidation achieves direct aerobic difunctionalization of alkenes leading to β-thiocyanato alcohols
Zhang, Wei,Guo, Jun-Tao,Yu, Yue,Guan, Zhi,He, Yan-Hong
supporting information, p. 3038 - 3044 (2018/05/16)
A novel visible light-driven oxidative cascade reaction for the synthesis of β-thiocyanato alcohols via difunctionalization of alkenes is described for the first time. In this protocol inorganic ion thiocyanate was successfully converted into radical through photocatalysis by employing Rose Bengal as a photocatalyst to mediate the single-electron transfer. This hydroxylation process did not need extra reducing agent and the new C–S and C–O bonds could be constructed in one pot. Molecular oxygen not only was used as an excellent terminal oxidant, but also served as a green oxygen source, which is one of the most ideal processes to realize C–H bond oxidation functionalization. Moreover, the reaction also proceeded very well under irradiation of sunlight.
Oxone-mediated methoxy thiocyanation of 1,1-disubstituted olefins in methanol
Wu, Guaili,Wu, Wentao,Li, Rui,Shen, Yinglin,Wu, Longmin
, p. 188 - 189 (2007/10/03)
Reactions of 1,1-disubstituted olefins with oxone and ammonium thiocyanate in methanol gave the corresponding 1-methoxy-2-thiocyano adducts in various yields. Copyright
Ferric(III) chloride-promoted efficient thiocyanation of arylalkenes: A facile synthesis of dithiocyanates
Yadav,Reddy,Gupta, Manoj Kumar
, p. 1983 - 1986 (2007/10/03)
Anhydrous FeCl3 oxidizes potassium thiocyanate to the corresponding radical and promotes subsequent addition to nucleophilic olefins to produce dithiocyanate derivatives under mild conditions with high efficiency. Excellent yields and chemosele
Radical additions to olefins in the presence of iodobenzenediacetate: An easy route to alkyl dithiocyanates
De Mico, Antonella,Margarita, Roberto,Mariani, Andrea,Piancatelli, Giovanni
, p. 1889 - 1892 (2007/10/03)
We describe a new application of iodobenzenediacetate (IBDA), which is able to oxidize thiocyanate anion to the corresponding radical. Subsequent addition to nucleophilic olefins leads to dithiocyanate derivatives. The radical addition to olefins is more effective when performing the thiocyanation reaction in presence of Mg(ClO4)2 or TEMPO.
Supported Reagents in Facile and Selective Two-phase Additions to C=C Double Bonds
Ando, Takashi,Clark, James H.,Cork, David G.,Fujita, Mitsue,Kimura, Takahide
, p. 1301 - 1302 (2007/10/02)
Inorganic-solid-supported KSCN, NaN3, and KOAc mixed with iodine and an alkene in CHCl3 gave products by a facile two-phase addition.
Bromothiocyanation of Alkenes
Cambie, Richard C.,Larsen, David S.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 58 - 63 (2007/10/02)
Treatment of alkenes with "thicyanogen bromide" prepared from equimolar amounts of bromine and thallium (1) thiocyanate in wet chloroform, gives moderate to high yields of vic-bromothiocyanates.The addition proceeds by an ionic mechanism involving nucleophilic attack of bromide ion on anS-cyanothiiranium cation.Unlike vic-iodothiocyanates, the vic-bromothiocyanates are not readily isomerized to the corresponding vic-halogenoisothiocyanates.
