24536-64-9Relevant academic research and scientific papers
Catalyst- and solvent-free bisphosphinylation of isothiocyanates: A practical method for the synthesis of bisphosphinoylaminomethanes
Wen, Li-Rong,Sun, Yong-Xu,Zhang, Jin-Wei,Guo, Wei-Si,Li, Ming
supporting information, p. 125 - 129 (2018/01/17)
A general and convenient double addition of phosphine oxides to isothiocyanates is described. It is a practically useful protocol for the construction of bisphosphinoylaminomethanes. The reaction can be carried out smoothly under metal- and solvent-free c
Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow
Folgueiras-Amador, Ana A.,Qian, Xiang-Yang,Xu, Hai-Chao,Wirth, Thomas
supporting information, p. 487 - 491 (2017/12/15)
A catalyst- and supporting electrolyte-free method for electrochemical dehydrogenative C?S bond formation in continuous flow has been developed. A broad range of N-arylthioamides have been converted to the corresponding benzothiazoles in good to excellent yields and with high current efficiencies. This transformation is achieved using only electricity and laboratory grade solvent, avoiding degassing or the use of inert atmosphere. This work highlights three advantages of electrochemistry in flow, which is (i) a supporting electrolyte-free reaction, (ii) an easy scale-up of the reaction without the need for a larger reactor and, (iii) the important and effective impact of having a good mixing of the reaction mixture, which can be achieved effectively with the use of flow systems. This clearly improves the reported methods for the synthesis of benzothiazoles.
Calcium-mediated hydrophosphorylation of organic isocyanates with diphenylphosphane oxide
Haerling, Stephan,Greiser, Julia,Al-Shboul, Tareq M. A.,Goerls, Helmar,Krieck, Sven,Westerhausen, Matthias
, p. 1264 - 1273 (2013/10/22)
The calcium-mediated addition of diphenylphosphane oxide to organic isocyanates and isothiocyanates yields N-alkyl and N-aryl substituted diphenylphosphorylformamides (E≤O, R≤iPr, tBu, cHex, Ph, C6H4-4-Br, C6H2-2,4,6-Me3, and Naph) and -thioformamides (E≤S, R≤iPr, cHex, Ph, and C6H4-4-Me), respectively, of the type Ph2P(O)-C(E)-N(H)R. All derivatives were characterized by IR and NMR spectroscopy as well as X-ray diffraction experiments. The wavenumbers of the N-H stretching modes are smaller for the thio analogues and N-aryl substituents. In the solid state all formamides and thioformamides form dimers by N-HO-P hydrogen bridges. The P-CCE bonds are significantly elongated compared with the P-CPh distances.
The reaction of benzothiazolyl substituted α-phosphorylmethyl sulfoxides with several amines
Morita, Hiroyuki,Tashiro, Shintaro,Takeda, Masahiro,Yamada, Nobuhiko,Sheikh, Md. Chanmiya,Kawaguchi, Hiroyuki
, p. 4496 - 4505 (2008/09/20)
We have examined the reactivities of α-phosphorylmethyl benzothiazolyl sulfoxides in the thermolyses and in the presence of several amines, such as aniline, benzylamine, piperidine, morpholine, and pyrrolidine. Thermolyses of the derivatives in the presen
Thermolyses of α-phosphorylmethyl tetrazolyl sulfoxides in the presence of 2,3-dimethyl-1,3-butadiene and their reactions with several amines
Morita, Hiroyuki,Tashiro, Shintaro,Takeda, Masahiro,Fujimori, Ken,Yamada, Nobuhiko,Chanmiya Sheikh,Kawaguchi, Hiroyuki
, p. 3589 - 3595 (2008/09/20)
We have synthesized α-(phosphoryl)methyl tetrazolyl sulfoxides and examined the reactivities in the thermolyses and in the presence of several amines, such as aniline, benzylamine, piperidine, pyrrolidine, and morpholine. Thermolyses of the derivatives in the presence of 2,3-dimethyl-1,3-butadiene afforded 2-phosphoryl substituted 4,5-dimethyl-3,6-dihydro-2H-thiopyran S-oxide. In addition, novel phosphinecarbothioamides were obtained in the reaction of the derivatives with amines.
