19203-00-0Relevant articles and documents
Hypervalent iodine(III) sulfonate mediated synthesis of α-thiocynanatoketones in a task-specific ionic liquid [bmim]SCN
Huang, Hsin-Yu,Wang, Huey-Min,Hou, Rei-Sheu,Cheng, Hui-Ting,Chen, Ling-Ching
, p. 1204 - 1207 (2008)
The task-specific ionic liquid (TSIL) and 1-n-butyl-3-methylimidazolium thiocynanate, ([bmim]SCN) were used as the medium as well as the reactant for the synthesis of α-thiocynanatoketones by the reaction with α-sulfonyloxy aryl ketones. Significant rate enhancements and improved yields have been observed.
α-Selective C(sp3)-H Thio/Selenocyanation of Ketones with Elemental Chalcogen
Li, Jin-Cheng,Gao, Wen-Xia,Liu, Miao-Chang,Zhou, Yun-Bing,Wu, Hua-Yue
, p. 17294 - 17306 (2021/12/02)
A facile method is disclosed for the synthesis of α-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.
Synthesis of novel N-thiazolo-1,3-oxathiol-2-imines from α-haloketones using potassium thiocyanate-silica gel
Aoyama, Tadashi,Arai, Izumi,Matsumoto, Takuo,Takido, Toshio,Kodomaric, Mitsuo
scheme or table, p. 4113 - 4118 (2011/03/17)
Novel N-thiazolo-1,3-oxathiol-2-imines are synthesized by reaction of a-haloketones with potassium thiocyanate-silica gel. It is thought that the reaction occurs through conversion of the α-haloketone into the corresponding thiocyanate which then undergoes acid-catalyzed intramolecular cyclization to yield a cationic intermediate. Subsequent reaction of this intermediate with another molecule of the α-thiocyanatoketone and a second cyclization then gives the N-thiazolo-1,3-oxathiol-2-imine. Georg Thieme Verlag Stuttgart - New York.
