Straightforward Synthesis of gem-Phosphonate-Phosphate Containing Compounds via One-Pot Reaction of Thioesters with Diethyl Phosphite.

ChemInform ◽  
2004 ◽  
Vol 35 (35) ◽  
Author(s):  
Kandasamy Pachamuthu ◽  
Richard R. Schmidt
Keyword(s):  
Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1437-1441
Author(s):  
Xu yan Cao ◽  
Fei Huang ◽  
Songlin Zhang

The first example of carbon double-bond formation via praseodymium-mediated Barbier type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported. The reaction is highly α-regioselective and conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with practical reaction conditions.


Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3446-3451
Author(s):  
Songlin Zhang ◽  
Dengbing Xie ◽  
Yiqiong Wang ◽  
Bo Yang

The carbon–carbon double bond formation via neodymium-mediated Barbier-type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported for the first time. The reaction is highly α-regioselective and was conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with feasible reaction conditions.


2018 ◽  
Vol 15 (7) ◽  
pp. 1020-1023 ◽  
Author(s):  
Adarsh Sahu ◽  
Shweta Mishra ◽  
Asmita Gajbhiye ◽  
Ram Kishore Agrawal

Aim and Objective: Phosphonate possesses a broad range of applications ranging from agrochemistry to medicines. Because of the synthetic and biological importance of phosphonate, their chemistry has stimulated an increasing interest. Hence we developed an efficient and eco-friendly Mg(ClO4)2 catalyzed one pot, solvent free synthesis of phosphonate derivatives of chalcones. Materials and Methods: Magnesium perchlorate phosphonate derivatives of chalcones were synthesized. The reactions were executed at room temperature in the presence of Anhydrous Magnesium perchlorate Anhy. Mg(ClO4)2 under solvent free condition, affording high yield of the product. The cardinal significance of the method lies in its uncomplicated and eco- friendly experimental conditions. Results: The PMA method for P-C bond formation, using dialkyl phosphite with chalcone, was performed in the presence of Anhydrous Magnesium perchlorate under solvent free condition. Despite the solvent free condition, the methodology is efficient since it is required only in catalytic amount of Anhy. Mg(ClO4)2 in one pot reaction. Results demonstrated that the catalytic PMA of dimethyl phosphite, diethyl phosphite, diisopropyl phosphite and dibutyl phosphite with chalcone generates desired products with a percentage yield of 60-80%. Conclusion: We have developed a new efficient PMA method for P-C bond formation, using dialkyl phosphite with α,β-unsaturated ketone i.e. chalcone. To the best of our knowledge, Anhy. Mg(ClO4)2 catalyzed phosphamicheal addition of dialkyl phosphite with chalcones was found to be a new and efficient method for various biological applications.


2008 ◽  
Vol 12 (07) ◽  
pp. 849-856 ◽  
Author(s):  
Sara Sobhani ◽  
Elham Safaei ◽  
Mozaffar Asadi ◽  
Fariba Jalili ◽  
Zahra Tashrifi

An efficient method for the synthesis of secondary and primary dialkyl α-aminophosphonates under solvent-free conditions by one-pot reaction of aldehydes/ketones, amines/ammonium acetate and trialkyl/diethyl phosphite in the presence of a low catalytic amount of [ Cu (3,4-tmtppa)]( MeSO 4)4(0.16 mol%) as a highly stable and reusable catalyst, is described. By this method, aromatic, aliphatic, cyclic and heterocyclic aldehydes, hindered and cage ketones are converted into their corresponding α-aminophosphonates in good to excellent yields.


RSC Advances ◽  
2014 ◽  
Vol 4 (74) ◽  
pp. 39497-39507 ◽  
Author(s):  
Ru Wang ◽  
Songlin Zhang

A convenient one-pot protocol involving the transfer of carbon–carbon double bonds to obtain conjugated dienes and polyenes has been developed.


2020 ◽  
Vol 16 ◽  
pp. 3086-3092
Author(s):  
Yajing Zhang ◽  
Qingshan Tian ◽  
Guozhu Zhang ◽  
Dayong Zhang

A silver-catalyzed three-component reaction involving alkynes, Selectfluor®, and diethyl phosphite was employed for the one-pot formation of C(sp2)–F and C(sp2)–P bonds to provide an efficient access to β-fluorovinylphosphonates in a highly regio- and stereoselective manner under mild reaction conditions. This reaction is operationally simple and offers an excellent functional group tolerance as well as a broad substrate scope that includes both terminal and internal alkynes. The reaction proceeded through the oxidative generation of a P-centered radical and subsequent fluorine atom transfer.


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