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Syntheses and utilizations of pyrroline-nitroxide- and tetrahydropyridine-nitroxide-based α-ketophosphonates, β-ketophosphonates, and a bisphosphonate
Synthetic Communications ( IF 2.1 ) Pub Date : 2021-02-07 , DOI: 10.1080/00397911.2021.1880595
Mostafa Isbera 1 , Balázs Bognár 1 , Cecília Sár 1 , József Jekő 2 , Tamás Kálai 1, 3
Affiliation  

Abstract

Five- and six-membered cyclic nitroxides containing α-ketophosphonates were obtained from the corresponding paramagnetic acyl chlorides via the Arbuzov reaction, while those containing β-ketophosphonates were obtained from the appropriate 1-alkynylphosphonates via PdCl2-catalyzed hydration. These new paramagnetic phosphorus compounds proved to be useful reagents in C–C and C=C bond-forming reactions and in functional group transformation reactions, namely, reduction, phospha-Brook rearrangement, and Regitz diazo transfer reactions. The synthesis of a paramagnetic geminal bisphosphonate was also reported.



中文翻译:

吡咯啉-硝基氧和四氢吡啶-硝基氧的α-酮膦酸酯,β-酮膦酸酯和双膦酸酯的合成与利用

摘要

经由Arbuzov反应从相应的顺磁性酰氯中获得含α-酮膦酸酯的五元和六元环状硝基氧化物,而通过PdCl 2催化水合从合适的1-炔基膦酸酯中获得含β-酮膦酸酯的五元环氧化氮。这些新的顺磁性磷化合物被证明可用于C–C和C = C键形成反应以及官能团转化反应,即还原,磷-布鲁克重排和Regitz重氮转移反应。还报道了顺磁性双膦酸酯双膦酸酯的合成。

更新日期:2021-03-23
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