Highly Regio- and Stereoselective Nickel-Catalyzed Addition of Dialkyl Phosphites to Ynamides: an Efficient Synthesis of β-Aminovinylphosphonates

2011 ◽  
Vol 353 (2-3) ◽  
pp. 263-267 ◽  
Author(s):  
Antoine Fadel ◽  
Frédéric Legrand ◽  
Gwilherm Evano ◽  
Nicolas Rabasso
Planta Medica ◽  
2009 ◽  
Vol 75 (09) ◽  
Author(s):  
LA Vilaseca ◽  
J Quillaguamán ◽  
L Fuentes ◽  
O Sterner
Keyword(s):  

2014 ◽  
Vol 34 (1) ◽  
pp. 243-250
Author(s):  
Jianghong DING ◽  
Le XU ◽  
Hao XU ◽  
Haihong WU ◽  
Yueming LIU ◽  
...  

2021 ◽  
Vol 25 ◽  
Author(s):  
Réka Henyecz ◽  
György Keglevich

Abstract: Microwave (MW)-assistance may be a powerful tool also in the Hirao P–C coupling reactions of vinyl/aryl halides with dialkyl phosphites in the presence of Pd-catalysts/P-ligands elaborated forty years ago. This review surveys the development of this reaction by showing the expansion of the reagents and catalysts, as well as the information accumulated. The stress was laid on the “green” aspects, the simplification of the catalyst systems, and the reliable mechanistic details in order to be able to establish the optimum conditions. The best protocol involves the use of some excess of the >P(O)H reagent to ensure the PdII→Pd0 reduction and, via its trivalent tautomeric form (>POH) also the P-ligand. The overall rate is the result of two factors, the activity of the catalyst complex formed, and the reactivity of the reactants in the P–C coupling reactions. Both components are influenced by the nature of the aryl substituents in Ar2P(O)H. NiII salts may also be used as the catalyst precursor, however, despite the PdII→Pd0→PdII route, in this case, a NiII→NiIV→NiII sequence was proved.


2013 ◽  
Vol 17 (3) ◽  
pp. 283-295 ◽  
Author(s):  
Jadwiga Soloducho ◽  
Joanna Cabaj ◽  
Kamila Olech ◽  
Przemyslaw Data ◽  
Mieczyslaw Lapkowski

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