26773-69-3Relevant articles and documents
Scalable electrochemical oxidant-and metal-free dehydrogenative coupling of S-H/N-H
Tang, Shanyu,Liu, Yan,Li, Longjia,Ren, Xuanhe,Li, Jiao,Yang, Guanyu,Li, Heng,Yuan, Bingxin
supporting information, p. 1370 - 1374 (2019/02/14)
A practical and scalable electrochemical oxidation of S-H and N-H was developed. This oxidant- and catalyst-free electrochemical process enables S-N bond formation with inexpensive nickel electrodes in an undivided cell. This procedure exhibits broad substrate scopes and good functional-group compatibility. A 50 g scale oxidative coupling augurs well for industrial applications.
Hypervalent iodine(III)-promoted metal-free S-H activation: An approach for the construction of S-S, S-N, and S-C bonds
Rattanangkool, Eakkaphon,Krailat, Watanya,Vilaivan, Tirayut,Phuwapraisirisan, Preecha,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit
, p. 4795 - 4804 (2014/08/05)
The activation of the sulfur atom of thiols with (diacetoxyiodo)benzene (DIB) has been explored in the preparation of symmetrical disulfides and sulfenamides. Disulfides can be produced in excellent yields (75-95%) upon treatment of thiols with DIB. The reaction was complete in less than five minutes at room temperature. Aliphatic, aromatic, and heteroaromatic thiols are compatible with this transformation. Moreover, heteroaromatic disulfides obtained from heteroaromatic thiols further reacted with a nucleophilic amine in the presence of a base to provide the corresponding sulfenamides in fair to good yields (43-90%) in a one-pot fashion. The methodology was successfully extended to indole as a representative electron-rich aromatic compound, which allowed successful construction of a S-C bond in one pot. The key benefits of this reaction include lower toxicity, low cost of DIB reagent, and mild reaction conditions (room temperature, undried solvents and open flask).
Electronic Structure and Spectra of Some Benzothiazole-2-Sulfenamide Derivatives
Moustafa, H.,Abdou, N. Y.,Hamed, M. M.
, p. 309 - 326 (2007/10/03)
The electronic structures and spectra of N,N-diethanol-, N-oxadiethylene- and N-benzylbenzothiazole 2-sulfenamide derivatives have been examined both theoretically and experimentally. Equilibrium geometries were determined employing a full geometry optimization using AMI-MO method. The calculated geometric parameters were analyzed in terms of total energy, heat of formation, ionization potential, dipole moments, net charge, bond lengths and bond angles. The electronic absorption spectra were measured in the UV region. The observed spectra consisted of broad envelopes, expectedly composed of overlapping bands. Therefore, Gaussian analysis and MO computations of the spectra were performed as quantitative interpretation of the observed spectra. Analysis of the computed CI states and the MO's involved enabled the assignment of the observed bands. Their origin was assumed as being due to delocalized, localized, or charge transfer transitions. Solvent effects on band position and intensities have also been investigated.
