28715-70-0Relevant academic research and scientific papers
Formation, stability, and reactivity of a mononuclear nonheme oxoiron(IV) complex in aqueous solution
Sastri, Chivukula V.,Seo, Mi Sook,Park, Mi Joo,Kim, Kwan Mook,Nam, Wonwoo
, p. 1405 - 1407 (2005)
A mononuclear nonheme oxoiron(IV) complex bearing a pentadentate N5 ligand was prepared in aqueous solution; the pH dependence of its stability and reactivities was reported along with the mechanistic details of sulfide oxidation by the oxoiron(IV) species. The Royal Society of Chemistry 2005.
Unified Approach to Benzo[ d]thiazol-2-yl-Sulfonamides
Zále?ák, Franti?ek,Ková?, Ond?ej,Lachetová, Eli?ka,?t'astná, Nikola,Pospí?il, Ji?í
supporting information, p. 11291 - 11309 (2021/09/07)
In this paper, we report a unified approach to N-substituted and N,N-disubstituted benzothiazole (BT) sulfonamides. Our approach to BT-sulfonamides starts from simple commercially available building blocks (benzo[d]thiazole-2-thiol and primary and secondary amines) that are connected via (a) a S oxidation/S-N coupling approach, (b) a S-N coupling/S-oxidation sequence, or via (c) a S-oxidation/S-F bond formation/SuFEx approach. The labile N-H bond in N-monoalkylated BT-sulfonamides (pKa (BTSO2N(H)Bn) = 3.34 ± 0.05) further allowed us to develop a simple weak base-promoted N-alkylation method and a stereoselective microwave-promoted Fukuyama-Mitsunobu reaction. N-Alkyl-N-aryl BT-sulfonamides were accessed with the help of the Chan-Lam coupling reaction. Developed methods were further used in stereo and chemoselective transformations of podophyllotoxin and several amino alcohols.
Hammett Correlations in the Photosensitized Oxidation of 4-Substituted Thioanisoles
Bonesi, Sergio M.,Fagnoni, Maurizio,Albini, Angelo
, p. 928 - 935 (2007/10/03)
Singlet oxygen is quenched by a series of 4-substituted thioanisoles (methoxy to nitro), with rate constant kt = 7 × 104 to 7 × 106 M-1 s-1, close to the value observed for the myoglobin-catalyzed sulfoxidation of the same sulfides. Correlations with σ (ρ = -1.97) and with Eox (slope -3.9 V-1) are evidence for an electrophilic mechanism. In methanol sulfoxides are formed (85%) via an intermediate quenched by diphenyl sulfoxide; competing minor paths lead to arylthiols, arylsulfenic acid, and aryl sulfoxides. In aprotic solvents, the sulfoxidation is quite sluggish, but carboxylic acids (mostly ≤0.1 M) enhance the rate by a factor of > 100. The protonated persulfoxide is formed in this case and acts as an electrophile with sulfides, again with a rate constant correlating with σ (ρ = -1.78).
Model Reaction of Self-Condensation of Sulfenic Acids. Kinetic Investigation for the Reaction of Methyl Benzenesulfenate with trans-Decalin-9-sulfenic Acid and 2-Methyl-2-propanesulfenic Acid
Yoshimura, Toshiaki,Hamada, Kazuhiro,Yamazaki, Satoru,Shimasaki, Choichiro,Ono, Shin,Tsukurimishi, Eiichi
, p. 211 - 218 (2007/10/02)
Reaction of 2-methyl-2-propanesulfenic acid (1) with methyl arenesulfenates (2) gave S-aryl 2-methyl-2-propanethiosulfinates quantitatively, and kinetic investigation was carried out.Second-order rate dependence (first-order in methyl benzenesulfenate (2a
THE THIO-ARBUZOV-REACTION. PART 9. SYNTHESIS OF DISULFINATES AND DISULFOXIDES BY ''DOUBLE'' THIO-ARBUZOV-REACTIONS OF ALKOXYSULFANES WITH ω,ω'-BIS(BROMOMETHYL)-ARENES AND -ALKENES
Kersten, Mathias,Wenschuh, Eberhard
, p. 205 - 210 (2007/10/02)
Thio-ARBUZOV-Reactions of dialkyl sulfoxylates and methyl benzenesulfenate, respectively, with several aromatic and aliphatic ω,ω'-bis(bromomethyl)arenes and -alkenes result in formation of new disulfinyl derivatives, i.e. disulfinates and disulfoxides.Ei
