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α-氨基膦酸酯及其相关衍生物的合成;Kabachnik-Fields 反应的最后十年。

Synthesis of α-Aminophosphonates and Related Derivatives; the Last Decade of the Kabachnik-Fields Reaction.

机构信息

Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary.

出版信息

Molecules. 2021 Apr 25;26(9):2511. doi: 10.3390/molecules26092511.

Abstract

The Kabachnik-Fields reaction, comprising the condensation of an amine, oxo compound and a P-reagent (generally a >P(O)H species or trialkyl phosphite), still attracts interest due to the challenging synthetic procedures and the potential biological activity of the resulting α-aminophosphonic derivatives. Following the success of the first part ( 2012, 17, 12821), here we summarize the synthetic developments in this field accumulated in the last decade. The procedures compiled include catalytic accomplishments as well as catalyst-free and/or solvent-free "greener" protocols. The products embrace α-aminophosphonates, α-aminophosphinates, and α-aminophosphine oxides along with different bis derivatives from the double phospha-Mannich approach. The newer developments of the aza-Pudovik reactions are also included.

摘要

由于反应条件苛刻,以及生成的α-氨基膦酸衍生物具有潜在的生物活性,Kabachnik-Fields 反应(包括胺、羰基化合物和 P 试剂(通常为 >P(O)H 物种或三烷基亚磷酸酯)的缩合)仍然受到关注。继第一部分(2012 年,17,12821)的成功之后,我们在这里总结了过去十年中在该领域积累的合成进展。所编译的程序包括催化成就以及无催化剂和/或无溶剂的“更环保”的方案。产品包括α-氨基膦酸酯、α-氨基膦酸酯和α-氨基氧化膦,以及通过双磷-Mannich 方法得到的不同双衍生物。还包括新的aza-Pudovik 反应的发展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c2dc/8123346/12fbe706ea8c/molecules-26-02511-sch001.jpg

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