57308-65-3Relevant academic research and scientific papers
Synthesis and leukemia cell growth inhibition of a series of 1,3-dithiazolylbenzene derivatives
Lagoja, Irene M.,Nauwelaerts, Koen,Bal-Mahieu, Christine,Pasqualini, Michela,Bailly, Christian,Herdewijn, Piet
, p. 1491 - 1498 (2004)
By a slightly modified Hantzsch thiazole synthesis either 1,3-bis[(thiazol-2-yl)amino]benzene derivatives 2 or 1,3-bis[2-iminothiazol- 3(2H)-yl]benzene derivatives 3 were exclusively obtained. The compounds can be distinguished by NMR spectroscopy. Compounds 2a-2d and 3a-3d were evaluated for their potential antitumor activity, DNA interaction, and for their activity against DNA and RNA viruses and against HIV-1 and HIV-2.
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.
NBS or DEAD as effective reagents in α-thiocyanation of enolizable ketones with ammonium thiocyanate
Reddy, B.V. Subba,Reddy, S. Madhu Sudana,Madan, Ch.
experimental part, p. 1432 - 1435 (2011/06/10)
Ketones possessing α-hydrogen undergo smooth thiocyanation with ammonium thiocyanate in the presence of N-bromosuccinimide (NBS) at room temperature in acetonitrile under neutral conditions to produce the corresponding α-ketothiocyanates in excellent yiel
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
experimental part, 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.
Expedient synthesis of N-substituted 2-aminothiazoles
Schantl, Joachim G.,Lagoja, Irene M.
, p. 1451 - 1462 (2007/10/03)
The reaction of α-halo ketones 1 with potassium thiocyanate and amines 3 offers the advantage of an efficient one-pot synthesis of the title compounds 4 from readily available starting materials.
