75368-06-8Relevant academic research and scientific papers
B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids
Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng
, p. 5772 - 5776 (2021/07/12)
A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.
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
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 (2015/01/30)
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.
Rhodium-catalyzed oxidative C-H activation/cyclization for the synthesis of phosphaisocoumarins and phosphorous 2-pyrones
Park, Youngchul,Seo, Jungmin,Park, Sangjune,Yoo, Eun Jeong,Lee, Phil Ho
supporting information, p. 16461 - 16468 (2013/12/04)
Rhodium-catalyzed cyclization of phosphinic acids and phosphonic monoesters with alkynes has been developed. The oxidative annulation proceeds with complete conversion of phosphinic acid derivatives and allowed the atom-economic preparation of useful phosphaisocoumarins with high yield and selectivity. The reaction is tolerant of extensive substitution on the phosphinic acid, phosphonic monoester and alkyne, including halides, ketone, and hydroxyl groups as substituents. Furthermore, we found that alkenylphosphonic monoesters proceed to give a wide range of phosphorus 2-pyrones through oxidative annulation with alkynes. Mechanistic studies revealed that Ci£H bond metalation was the rate-limiting step. Copyright
Investigations on Steric and Electronic Influences on the Reactivity of Diorganyl(trifluoroacetyl)phosphanes and their Oxides
Lindner, Ekkehard,Frey, Gerhard
, p. 2769 - 2778 (2007/10/02)
The mixed aliphatic-aromatic and pure aromatic diorganyl(trifluoroacetyl)phosphanes CF3C(O)PR1R2 (1a-e) 2 = Ph, R1 = Bzl (a), c-C6H11 (b), t-Bu (c); R1 = R2 = 3-CF3C6H4 (d), Mesityl (e)>
