79792-95-3Relevant academic research and scientific papers
Visible-Light-Promoted Remote C-H Functionalization of o-Diazoniaphenyl Alkyl Sulfones
Du, Shaofu,Kimball, Elizabeth Ann,Ragains, Justin R.
supporting information, p. 5553 - 5556 (2017/10/25)
Visible-light irradiation of ortho-diazoniaphenyl alkyl sulfones in the presence of Ru(bpy)32+ results in remote Csp3-H functionalization. Key mechanistic steps in these processes involve intramolecular hydrogen atom transfer from Csp3-H bonds to aryl radicals to generate alkyl/benzyl radicals. Subsequent polar crossover occurs by single-electron oxidation of the alkyl/benzyl radicals to carbenium ions that then intercept nucleophiles. We have developed remote hydroxylations, etherifications, an amidation, and C-C bond formation processes using this strategy.
Syntheses of, and structural studies on, benzo-fused 1,2,4-thiadiazines
Clark, Ewan R.,Hayward, John J.,Leontowicz, Bryce J.,Eisler, Dana J.,Rawson, Jeremy M.
, p. 1755 - 1762 (2014/03/21)
The syntheses of nine benzo-fused-1,2,4-thiadizines are reported. The use of microwave synthesis has been shown to afford high yields and short reaction times in several key reaction steps. The molecular geometries of these heterocycles are discussed and
KF-alumina immobilized in ionic liquids: A novel heterogeneous base for heterocyclization of alkylsulfanylphenylamines into 1,4-benzothiazine
Chhikara, Bhupender S.,Mishra, Anil K.,Tandon, Vibha
, p. 1057 - 1065 (2007/10/03)
A rapid and convenient synthetic methodology for the cyclocondensative transformation of various alkylsulfanylphenylamines with bromoacetyl bromide by supporting on KF-alumina in ionic liquids [bmim] [Br] and [bmim][BF 4] has been developed to obtain 3-oxo-1,4-benzothiazine in good yields. The product is easily obtained by extraction with ethyl acetate and concentrating under vacuum. Easy recovery of ionic liquid and use in consecutive reactions is also reported.
Fused-Ring Thiadiazines: Preparation and Crystallographic Characterization of 3-Phenyl Derivative of Benzo-, Pyridio[2,3-e]-, Pyrazino[2,3-e]-, and Tetrafluorobenzo-[1,2,4]thiadiazines
Zienkiewicz, Jozef,Kaszynski, Piotr,Young Jr., Victor G.
, p. 2551 - 2561 (2007/10/03)
Four bicyclic 4H-[1,2,4]thiadiazines 1a-d were prepared in 74-88% yields in two steps from the corresponding amidines 2. Three of them, 1a, 1b, and 1d, were obtained by thermal elimination of propene from the intermediate S-propylsulfilimines 12. The pyrazino derivative 1c was formed upon thermolysis of sulfoxide 14c obtained from 2c. The Ei mechanism was investigated using DFT methods. The elimination in the sulfilimine appears to be more favorable by about 2 kcal/mol than in the analogous sulfoxide. Crystal and molecular structures of three out of the four thiadiazines were established by single-crystal X-ray analysis. All thiadiazines were found as the 4H tautomers with the heterocyclic ring puckered along the S(1)...N(4) line. The benzo derivative 1a forms a unidimensional N(4)-H...N(2) chain, the pyrazino derivative 1c forms dimeric pairs with two synergistic hydrogen bonds, and the crystal structure of 1d is characterized by strong C6F 4...C6H5 quadrupolar interactions.
Diagnostic radiopharmaceutical compounds (That)
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, (2008/06/13)
Tetradentate ligands are used to form neutral 99m-technetium complexes which may be useful as radiopharmaceuticals e.g. as brain imaging agents. The ligands have the structure STR1 where n is 2 or 3, m is 0-4, R is H or substituted or unsubstituted C1 -C6 alkyl, provided that one CR2 group adjacent the starred nitrogen atom represents CO and forms with the adjacent N atom, a --CONH-- amide group, Y is unsubstituted or substituted C1 -C6 alkyl, and one of X and X' represents H or a labile thiol protecting group while the other is unsubstituted or substituted C1 -C6 alkyl, alkenyl or alkynyl.
Synthesis of 4-(Phenylamino)quinoline-3-carboxamides as a novel class of gastric H+/K+-ATPase inhibitors
Uchida,Otsubo,Matsubara,Ohtani,Morita,Yamasaki
, p. 693 - 698 (2007/10/03)
In a search for inhibitors of gastric H+/K+-ATPase, 4-(phenylamino)quinoline-3-carboxamides were synthesized and evaluated for antisecretory activity against histamine-induced gastric acid secretion in rats. These compounds were synt
Reaction of Phenylnitrenium Ion with Sulphides. A Novel Synthetic Method for Aminophenyl Sulphide Derivatives
Takeuchi, Hiroshi,Hirayama, Shinji,Mitani, Michiharu,Koyama, Kikuhiko
, p. 521 - 528 (2007/10/02)
The reaction of phenyl azide with sulphides in the presence of both trifluoroacetic acid and trifluoromethanesulphonic acid to produce 2- and 4-aminophenyl sulphides (2) and (3) was investigated in order to obtain information on the following points: the kinetics of decomposition of phenyl azide, the effect of addition of benzene to reaction systems, the replacement of phenyl azide by 1-phenyl-2-methyl-4,6-diphenylpyridinium salt, and the steric and electronic effect of substituents in the sulphides.The products are formed through an azasulphonium ion by reaction of phenylnitrenium ion with sulphide, followed by rearrangement of the alkyl group in the azasulphonium ion.Sulphides with primary alykl groups larger than propyl result in selective formation of ortho-products (2), the mechanism of which is discussed in detail.
