84251-27-4Relevant academic research and scientific papers
Pd(II)-catalyzed enantioselective synthesis of P-stereogenic phosphinamides via desymmetric C-H arylation
Du, Zhi-Jun,Guan, Jing,Wu, Guo-Jie,Xu, Peng,Gao, Lian-Xun,Han, Fu-She
, p. 632 - 635 (2015)
We present the enantioselective synthesis of P-stereogenic phosphinamides through Pd-catalyzed desymmetric ortho C-H arylation of diarylphosphinamides with boronic esters. The method represents the first example of the synthesis of P-stereogenic phosphorus compounds via the desymmetric C-H functionalization strategy. The reaction proceeded efficiently with a wide array of reaction partners to afford the P-stereogenic phosphinamides in up to 74% yield and 98% ee. The efficiency was further demonstrated by gram scale syntheses. Moreover, the flexible conversion of the P-stereogenic phosphinamides into various types of P-stereogenic phosphorus derivatives was also elaborated. Thus, the protocol provides a novel tool for the efficient and versatile synthesis of P-stereogenic compounds.
Copper mediated C(sp2)-H amination and hydroxylation of phosphinamides
Sun, Shang-Zheng,Shang, Ming,Xu, Hui,Cheng, Tai-Jin,Li, Ming-Hong,Dai, Hui-Xiong
, p. 1444 - 1447 (2020/02/11)
Copper mediated C(sp2)-H amination and hydroxylation of arylphosphinic acid are accomplished by adopting phosphinamide as the directing group. This method is distinguished by its wide substrate scope and excellent functional group tolerance, th
A Direct Catalytic Synthesis of Sodium Diarylphosphinates and Their Corresponding Acids from Sodium Phosphinate
Botez, Laurian,de Jong, G. Bas,Slootweg, J. Chris,Deelman, Berth-Jan
supporting information, p. 434 - 437 (2017/02/05)
In this contribution we present the direct conversion of sodium phosphinate (NaH2PO2·H2O) to symmetrical sodium diarylphosphinates and their corresponding acids by using palladium catalysis. This route eliminates the need for chlorinated precursors, such as PCl3and intermediate alkyl- or ammoniumphosphinates.
Electrophilic Fluorination of Secondary Phosphine Oxides and Its Application to P-O Bond Construction
Chen, Qian,Zeng, Jiekun,Yan, Xinxing,Huang, Yulin,Wen, Chunxiao,Liu, Xingguo,Zhang, Kun
, p. 10043 - 10048 (2016/11/02)
A novel and efficient electrophilic fluorination of secondary phosphine oxides with Selectfluor has been achieved. This transformation provides direct access to phosphoric fluorides in up to 92% yield under mild conditions. In addition, P-O bond construction via a one-pot coupling process of secondary phosphine oxides with water or alcohols in the presence of Selectfluor leads to the formation of phosphinic acids or phosphinates in up to 96% yield.
Photoinduced reductive perfluoroalkylation of phosphine oxides: synthesis of P-perfluoroalkylated phosphines using TMDPO and perfluoroalkyl iodides
Sato, Yuki,Kawaguchi, Shin-Ichi,Ogawa, Akiya
, p. 10385 - 10388 (2015/06/25)
A photoinduced reaction between TMDPO (diphenyl(2,4,6-trimethylbenzoyl)-phosphine oxide) and perfluoroalkyl iodides successfully affords P-(perfluoroalkyl)diphenylphosphines as promising ligands for recyclable catalysts. Interestingly, the perfluoroalkylation reaction involves the reduction of phosphorus(v) compounds to phosphorus(iii) species. The advantages of the present reaction include the use of an air-stable phosphorus source and good yields of P-perfluoroalkylphosphines in short reaction times.
Synthesis of Substituted Dibenzophospholes. Part 2. Syntheses of Intermediate Biphenyls and Quaterphenyls
Cornforth, John,Sierakowski, Andrew F.,Wallace Timothy W.
, p. 2299 - 2316 (2007/10/02)
A general procedure for synthesis of 4",6'-dialkoxy-2',2"-diamino-m-quaterphenyls has been established.Copper(I) t-butoxide is used to prepare 2,6-dinitrophenyls from 1,3-dinitrobenzene and aryl iodides.One of the nitro-groups is then exchanged for a methoxy-group by sodium methoxide in hexamethylohosphoramide; the resulting 2-methoxy-6-nitrobiphenyls are then iodinated in the 5-position.Ullmann coupling then gives the dinitroquaterphenyls which are reduced to the diamines.An alternative route from 2,2',4,4'-tetranitrobiphenyl was explored; arylation was easy but alkoxydenitration was indiscriminate.Some 71 new derivatives of biphenyl, terphenyl, and quterphenyl are reported.
