19203-00-0Relevant academic research and scientific papers
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.
Boron-doped TiO2(B-TiO2): visible-light photocatalytic difunctionalization of alkenes and alkynes
Hosseini-Sarvari, Mona,Valikhani, Atefe
, p. 12464 - 12470 (2021)
Boron-doped TiO2(B-TiO2) was prepared, characterized, and successfully applied as a reusable, inexpensive, available, and heterogeneous nanophotocatalyst under visible light for a novel method of construction of phenacyl thiocyanate compounds from double or triple bonds. Impressive aspects of this project are obtaining the desired compounds in a short time, using a renewable energy source, and using a catalyst with easy extraction that is solvent-safe, and without the use of any oxidants, bases, and ligands, or harsh conditions. This is the first report of the construction of phenacyl thiocyanates through this photocatalytic method under visible light.
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.
Ammonium [11C]thiocyanate: revised preparation and reactivity studies of a versatile nucleophile for carbon-11 radiolabelling
Haywood, Tom,Cesarec, Sara,Kealey, Steven,Plisson, Christophe,Miller, Philip W.
supporting information, p. 1311 - 1314 (2018/08/28)
Herein we report the preparation of ammonium [11C]thiocyanate via the reaction of [11C]CS2 with ammonia. The [11C]SCN- ion is demonstrated as a potent nucleophile that can be used to readily generate a range of 11C-labelled thiocyanate molecules in high conversions. Furthermore, novel 11C-labelled thiazolone molecules can be easily prepared from the intermediate α-thiocyanatophenones via an acid mediated cyclisation reaction.
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.
One-pot synthesis of 2-aminothiazoles using supported reagents
Kodomari, Mitsuo,Aoyama, Tadashi,Suzuki, Yoshitada
, p. 1717 - 1720 (2007/10/03)
A simple and efficient method has been developed for the synthesis of 2-aminothiazoles from α-bromo ketones in one-pot using a supported reagents system, KSCN/SiO2-RNH3OAc/Al2O3, in which α-bromo ketone reacts first with KSCN/SiO2 and the product, α-thiocyano ketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazole, in high yield.
