5510-78-1Relevant academic research and scientific papers
An Alternative Metal-Free Aerobic Oxidative Cross-Dehydrogenative Coupling of Sulfonyl Hydrazides with Secondary Phosphine Oxides
Cheng, Feixiang,Liu, Jianjun,Liu, Teng,Yu, Rong,Zhang, Yanqiong
, p. 253 - 262 (2019/12/28)
An alternative metal-free, efficient and practical approach for the preparation of phosphinothioates is established via the aerobic oxidative cross-dehydrogenative coupling (CDC) of sulfonyl hydrazides with secondary phosphine oxides catalyzed by tetrabutylammonium iodide (TBAI) in the presence of atmospheric oxygen. The strategy provides an array of diverse phosphinothioates in good to excellent yields. Furthermore, two representative bioactive molecules are synthesized on up to gram scale by utilizing this method.
Synthetic method of diphenyl thiophosphate compound
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Paragraph 0033-0034, (2020/05/01)
The invention discloses a synthesis method of a diphenyl thiophosphate compound. The preparation method comprises the following steps: by taking thiophenol as a reaction substrate and trichloroisocyanuric acid (TCCA) as an accelerant, reacting the reaction substrate and the accelerant in an organic solvent under the conditions of normal temperature and normal pressure for 10 minutes, then adding alkoxy diphenyl phosphine, continuously reacting for 10 minutes, and after the reaction is finished, carrying out separation treatment to obtain the diphenyl thiophosphate compound. According to the synthesis method disclosed by the invention, the reaction is carried out at normal temperature and normal pressure without special requirements; the reaction time is short; and high product yield is achieved.
Preparation method of phosphorothioate compound
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Paragraph 0021-0029, (2019/12/25)
The invention discloses a preparation method of a phosphorothioate compound. The preparation method comprises the following steps: under the action of oxygen in air and at the temperature of 60-80 DEGC, taking a copper salt as a catalyst, reacting a thios
Highly atom-economical, catalyst-free, and solvent-free phosphorylation of chalcogenides
Choudhary, Rakhee,Singh, Pratibha,Bai, Rekha,Sharma, Mahesh C.,Badsara, Satpal Singh
, p. 9757 - 9765 (2019/12/02)
Silica gel promoted, catalyst-free and solvent-free S-P, Se-P and Te-P bond formations are described. A variety of disulfides coupled with diarylphosphine oxides provide the corresponding phosphinothioates in excellent yields. For the first time, diselenides and ditellurides reacted with dialkyl phosphites under catalyst-free conditions to provide the corresponding phosphoroselenoates and phosphorotelluroates, respectively, in good to excellent yields.
Green synthetic method of thiohypophosphate
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Paragraph 0010-0013, (2019/10/29)
The invention relates to a green synthetic method of thiohypophosphate as shown in the formula I as show in the specification, wherein R is phenyl, not more than three methyl or three methoxyl or three halogen substituted phenyl, straight-chain or branch-chain alkyl with no more than six carbon atoms, straight-chain or branch-chain alkenyl with no more then six carbon atoms, straight-chain or branch-chain alkynyl with no more than six carbon atoms and a 3 to 8-member aliphatic ring group; R is phenyl, not more than three methyl or three methoxyl or three halogen substituted phenyl, pyridyl, benzyl, naphthyl and a 3 to 8-member aliphatic ring group; according to the synthetic method, thiohypophosphate is a product directly obtained by enabling N-R thiophthalimide to react with di-R based phosphine oxide with water as a solvent.
Base-controlled Fe(Pc)-catalyzed aerobic oxidation of thiols for the synthesis of S-S and S-P(O) bonds
Huang, Hai,Ash, Jeffrey,Kang, Jun Yong
, p. 4236 - 4242 (2018/06/21)
Fe(Pc)-Catalyzed aerobic oxidation of thiols for the synthesis of disulfides has been developed under mild reaction conditions. In addition, an aerobic oxidative cross-dehydrogenative coupling (CDC) reaction of thiols with P(O)-H compounds (H-phosphonates and H-phosphine oxide) for the formation of S-P(O) bonds has been demonstrated under the Fe(Pc) catalysis system with a base additive. Control experiments revealed that the use of a base (DIPA) in this system controls the synthetic pathways in which thiophosphates are formed.
Magnetically recyclable Cu-BTC@Fe3O4 composite-catalyzed C(aryl)-S-P bond formation using aniline, P(O)H compounds and sulfur powder
Wang, Liang,Yang, Sen,Chen, Le,Yuan, Sheng,Chen, Qun,He, Ming-Yang,Zhang, Zhi-Hui
, p. 2356 - 2361 (2017/07/22)
A Cu-BTC@Fe3O4 composite was prepared and exhibited good catalytic activity toward the synthesis of S-aryl phosphorothioates. The three-component reaction involved the coupling of in situ generated aryl diazonium salts from aniline, R2P(O)H, and sulfur powder, allowing the facile and direct formation of C(aryl)-S-P bonds. A broad scope of substrates survived the reaction conditions to afford the corresponding products in good to excellent yields. Moreover, this heterogeneous catalyst could be magnetically recovered and reused without significant loss of its activity after six cycles.
Photoinduced Coupling Reaction of Diphenyl(2,4,6-trimethylbenzoyl)phosphine Oxide with Interelement Compounds: Application to the Synthesis of Thio- or Selenophosphinates
Sato, Yuki,Kawaguchi, Shin-Ichi,Nomoto, Akihiro,Ogawa, Akiya
, p. 3558 - 3567 (2017/08/16)
Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TMDPO) is a radical initiator widely used in the field of macromolecular chemistry, but not often applied in synthetic organic chemistry. We have focused on the use of TMDPO as a phosphorus source in reactions with different E - E compounds, where E - E represents a heteroatom-heteroatom bond, under photoirradiation. Interestingly, the cross-coupling reaction between TMDPO and disulfides or diselenides successfully affords thio- or selenophosphinates and thio- or selenoesters, respectively. The synthesis of series of thio- and selenophosphinates by this photoinduced cross-coupling reaction is demonstrated.
Metal- and oxidant-free S-P(O) bond construction: Via direct coupling of P(O)H with sulfinic acids
Moon, Youngtaek,Moon, Yonghoon,Choi, Hangyeol,Hong, Sungwoo
, p. 1005 - 1013 (2017/08/14)
We have developed a simple and convenient method for S-P(O) bond formation between R2P(O)H and sulfinic acids under metal-, oxidant-, and halogen-free conditions. The current method is compatible with a broad range of substituents on various substrates including halogens and heterocyclic moieties. The synthetic potential of this method was further highlighted by the expeditious synthesis of optically active P-chiral phosphorothioates via stereospecific coupling.
Regioselective Direct C3-Phosphorylation of N-Sulfonylindoles under Mild Oxidative Conditions
Su, Feng,Lin, Weidong,Zhu, Pengfei,He, Dezhi,Lin, Jianbin,Zhang, Hui-Jun,Wen, Ting-Bin
, p. 947 - 951 (2017/03/27)
The reactions of N-sulfonylindoles with H-phosphine oxides under oxidative conditions give a wide range of C-3 phosphorylated free (NH)-indoles. Several mild oxidants, such as AgNO3, di-tert-butyl peroxide (DTBP), and K2S2O8, can be used to promote this transformation. (Figure presented.).
