4143-37-7Relevant academic research and scientific papers
Tf2O/DMSO-Promoted P-O and P-S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates
Shen, Jian,Li, Qi-Wei,Zhang, Xin-Yue,Wang, Xue,Li, Gui-Zhi,Li, Wen-Zuo,Yang, Shang-Dong,Yang, Bin
supporting information, p. 1541 - 1547 (2021/04/05)
A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.
A green and efficient route for P ? S ? C bond construction using copper ferrite nanoparticles as catalyst: a TD-DFT study
Moghaddam, Firouz Matloubi,Daneshfar, Maryam,Azaryan, Reza
, p. 311 - 315 (2020/11/02)
Magnetic nanoparticles of CuFe2O4 were applied as catalyst system for one-pot thiophosphate synthesis via the reaction of aryl sulfonyl chlorides with H-phosphonates under conventional heating conditions. This is an extremely efficient and green method for thiophosphate synthesis under base- and solvent-free conditions. Various thiophosphates were obtained in good to excellent yields under the optimized reaction conditions in a short time. The catalyst can be easily recycled from the reaction by an external magnetic field and reused for the next run. In this study, TD-DFT B3LYP/6-31 + G(d) calculations are in good accord with the experimental results. A comparison between experimental and theoretical UV-vis absorption spectra of the thiophosphate 3k has been carried out; and a small hypsochromic shift (only ~ 2 nm) was displayed at maximum absorption. The aim of this work is to investigate the best method and basis set for thiophosphate compounds; therefore, predictions for these compounds can be performed in theoretical studies.
Trichloroisocyanuric acid-promoted thiolation of phosphites by thiols
Chen, Yingying,Li, Meichao,Gong, Zhangshui,Shen, Zhenlu
, p. 19 - 27 (2020/08/06)
A simple and convenient method for the synthesis of thiophosphates by coupling of phosphites with thiols under mild conditions has been developed. The reactions were promoted by trichloroisocyanuric acid (TCCA) and were carried out at room temperature in
Synthetic method of thiophosphate compound
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Paragraph 0073-0074, (2020/05/30)
The invention discloses a synthetic method of a phosphorothioate compound. The preparation method comprises the following steps: with thiol as a reaction substrate and trichloroisocyanuric acid (TCCA)as an accelerant, reacting the reaction substrate and the accelerant in an organic solvent at normal temperature and normal pressure for 10-20 minutes, then adding phosphite triester, continuing reacting for 10-20 minutes, and after the reaction is finished, carrying out separation treatment to obtain the phosphorothioate compound. According to the synthesis method disclosed by the invention, thereaction is carried out at normal temperature and normal pressure without special requirements; reaction time is short; and reaction substrate universality is good.
Preparation method of compound containing P-O bond or P-S bond
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Paragraph 0132-0136, (2020/09/12)
The invention discloses a preparation method of a compound containing a P-O bond or a P-S bond. The method comprises the following steps: a compound containing hydroxyl or sulfydryl and a phosphorus reagent are taken as initial raw materials; then, the initial raw materials are put into an inert gas atmosphere; and under the action of trifluoromethanesulfonic anhydride (Tf2O) and dimethyl sulfoxide (DMSO), the compound containing hydroxyl or sulfydryl, the phosphorus reagent, the trifluoromethanesulfonic anhydride and the dimethyl sulfoxide in a molar ratio of (1-5): (1-2.5): (2-3): 2 react inan organic solvent at the reaction temperature of 25-100 DEG C for 6-20 hours to obtain the compound with the structural general formula (I). The reagents used in the method are low in toxicity and environmentally friendly, and use of precious metal catalysts high in price and toxicity is avoided. The reagents trifluoromethanesulfonic anhydride (Tf2O) and dimethyl sulfoxide (DMSO) used in the method are low in toxicity and very low in cost, so that the method is green, environment-friendly, high in economy and suitable for large-scale production.
Synthetic method for phosphorothiolate compounds
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Paragraph 0007; 0068-0070, (2018/12/01)
The invention discloses a synthetic method for phosphorothiolate compounds, and the reaction steps of the synthetic method are as follows: dissolving diaryl disulfide in the solution, taking oxygen inthe air as an oxidizing agent, stirring at room tempera
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.
K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols
Wen, Chunxiao,Chen, Qian,Huang, Yulin,Wang, Xiaofeng,Yan, Xinxing,Zeng, Jiekun,Huo, Yanping,Zhang, Kun
, p. 45416 - 45419 (2017/10/06)
Convenient, practical and economical phosphorylation of thiols has been achieved via halogen- and metal-free K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites, dimethyl phenylphosphonite, or methyl diphenylphosphinite with thiophenols using air as the oxidant at room temperature. This transformation provides a straightforward route to the construction of phosphorus-sulfur bonds with wide functional group compatibility, which affords phosphorothioates in up to 94% yield.
Preparation method of thiophosphate compounds
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Paragraph 0105-0111, (2017/08/30)
The invention provides a preparation method of thiophosphate compounds. The method comprises the following step: enabling P (O)-H compounds to react with a compound containing a mercapto functional group in an organic solvent in presence of inorganic base so as to obtain so as to obtain the thiophosphate compounds. According to the preparation method, the P (O)-H compounds are taken as initial raw materials, and a dehydrogenation coupling reaction is carried out in presence of the inorganic base under the conditions of metal-free catalysis and room temperature, so that high-yield thiophosphate or organic phosphate is synthesized; furthermore, the method has good applicability for alkyl phosphite or aryl phosphine oxide which has different substituent groups, and thiophenol. The synthetic route provided by the invention is simple in raw materials, mild in reaction conditions, short in reaction time, high in yield and less in by-products, is beneficial to post-synthesis of thiophosphate medicines having biological activity, reduces metal residue and toxic effects, and provides more directions and choices for the related applications in the aspects of medicines, pesticide and bioactive molecules.
Iodine-catalyzed sulfenylation of H-phosphonates with diaryl disulfides under metal, base and solvent-free conditions
Wu, Xiang-Mei,Hong, Yu-Xiang
, p. 49 - 55 (2017/03/08)
Background: Although the exploitation of facile and efficient preparation for S-aryl phosphorothioates has gained considerable interest, there is still great demand for the development of a direct, convenient and especially environmentally benign protocol
