1034-94-2Relevant articles and documents
β-Ketophosphonates formation via deesterification or deamidation of cinnamyl/alkynyl carboxylates or amides with H-phosphonates
Zhou, Yao,Zhou, Mingxin,Chen, Ming,Su, Jihu,Du, Jiangfeng,Song, Qiuling
, p. 103977 - 103981 (2015)
We report here an unprecedented Fe/Cu synergistically catalyzed deesterificative or deamidative oxyphosphorylation of unsaturated carboxylates or amides with H-phosphonates. The valuable β-ketophosphonates were obtained along with chemoselective cleavage of Csp2-C(CO) or Csp-C(CO) bonds in good yields under oxygen atmosphere with a wide substrate scope.
Copper/Iron-Catalyzed Aerobic Oxyphosphorylation of Terminal Alkynes Leading to β-Ketophosphonates
Yi, Niannian,Wang, Ruijia,Zou, Huaxu,He, Weibao,Fu, Wenqiang,He, Weimin
, p. 5023 - 5029 (2015)
A copper/iron-catalyzed oxyphosphorylation of alkynes with H-phosphonates through a radical process was developed. The present protocol provides an attractive approach to β-ketophosphonates in moderate to good yields, with the advantages of readily available substrate, high functional group tolerance and operation simplicity. (Chemical Equation Presented).
An efficient preparation of β-ketophosphine oxides from alkynylphosphine oxides with benzaldehyde oxime as a hydroxide source
Chen, Lu-Lu,Zhang, Jing-Wen,Yang, Wan-Wan,Chen, Pei,Chen, Dan-Yun,Wang, Yan-Bo
, p. 3003 - 3009 (2019/03/20)
An effective and facile transitio-metal-free method has been developed for the synthesis of β-ketophosphine oxides from alkynylphosphine oxides with benzaldehyde oxime as a hydroxide surrogate. The current methodology provides simple access to various β-ketophosphine oxides in moderate to excellent yields with a broad substrate scope.
Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions
Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An
, (2019/08/01)
An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.
Copper-Catalyzed Direct Oxyphosphorylation of Enamides with P(O)-H Compounds and Dioxygen
Liang, Wu,Zhang, Zhijie,Yi, Dong,Fu, Qiang,Chen, Suyuan,Yang, Lu,Du, Fengtian,Ji, Jianxin,Wei, Wei
supporting information, p. 1378 - 138 (2017/10/06)
A simple and convenient copper-catalyzed direct oxyphosphorylation of enamides with P(O)-H compounds and dioxygen has been developed under mild conditions. This methodology can allow the synthesis of a series of valuable β-ketophosphine oxides/β-ketophosphonates in moderate to good yields with a broad substrate scope simply by using readily-available starting materials.
A process for preparing β - carbonyl phosphine ester method
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Paragraph 0072; 0073; 0074; 0075; 0076; 0077, (2017/07/31)
The invention discloses a method for synthesizing beta-carboxyl phosphate from alkyne or alkynyl carboxylic compounds and phosphite ester in the presence of copper/iron salt serving as catalysts and molecular oxygen serving as an oxidant. According to the method, multifunctional beta-carboxyl phosphate is obtained by virtue of a novel method having wide substrate range in the presence of the inexpensive catalysts (copper salts and iron salts) in oxygen, which is in a sharp contrast with previously reported view that alkyne cannot act in the presence of molecular oxygen. The method disclosed by the invention has the advantages of mild reaction conditions, easily available raw materials, good compatibility with various reactants, strong practicality and high yield and can be widely applied to various functional reactions.
Cu(i)/Fe(III)-Catalyzed C-P cross-coupling of styrenes with H-phosphine oxides: A facile and selective synthesis of alkenylphosphine oxides and β-ketophosphonates
Gu, Jian,Cai, Chun
supporting information, p. 4226 - 4230 (2017/07/10)
Cu(i)/Fe(iii)-Catalyzed phosphorylation and oxyphosphorylation of styrenes with H-phosphonates which can be controlled by varying the reaction temperature are developed. This study offers a new and expedient strategy for the synthesis of useful alkenylphosphine oxides and β-ketophosphonates in satisfactory yields. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.
Substituent-Controlled Chemoselective Cleavage of C = C or Csp2 - C(CO) Bond in α,β-Unsaturated Carbonyl Compounds with H-Phosphonates Leading to β-Ketophosphonates
Zhou, Yao,Rao, Changqing,Mai, Shaoyu,Song, Qiuling
, p. 2027 - 2034 (2016/03/15)
An unprecedented substituent-controlled chemoselective cleavage of C = C double bond or C(sp2)-C(CO) bond along with aerobic phosphorylation of α,β-unsaturated carbonyl compounds with H-phosphonates through a radical process has been disclosed. The current strategy provides an access to β-ketophosphonates under mild conditions with a wide substrate scope.
Β-carbonyl process for the preparation of phosphonic acid ester compound
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Paragraph 0125-0127, (2016/12/01)
The present invention discloses a preparation method for preparing beta-Ketophosphonates represented by a formula (III). The beta-Ketophosphonate is an oxygen-containing compound having a value, and is especially adopted as an important synthesis intermediate to be widely used in the famous HWE reaction to synthesize alpha,beta-unsaturated carbonyl compounds. According to the present invention, simple and commercialized olefin and hydrogen-phosphorite are adopted as raw materials to directly utilize oxygen as an oxidizing agent and an oxygen source under transition metal catalysis to prepare the beta-Ketophosphonates; the preparation method has advantages of cheap and easily available raw materials, mild reaction conditions, environmental-friendliness, high atom economy, wide substrate adaptability range, and no requirement of harsh reaction conditions such as equivalent organic metal reagent use, low temperature, no water, no oxygen and the like; and the method further has advantages of short preparation period, easy product purification, stable process conditions, convenient operation and safety, and is suitable for large-scale production.
Synthesis of α-trifluoromethyl-β-keto phosphonates by electrophilic trifluoromethylation with Togni reagent
Fu, Wen-Zhi,Huang, Yangen,Xu, Xiu-Hua,Qing, Feng-Ling
supporting information, p. 415 - 420 (2016/04/05)
A new synthetic method of trifluoromethylated phosphonates was developed via electrophilic trifluoromethylation with Togni reagent. A variety of β-keto phosphonates were converted into the corresponding α-trifluoromethyl-β-keto phosphonates in moderate to good yields. This protocol could also be extended to other fluoroalkylation reactions, such as pentafluoroethylation.
