Synthesis of new aromatic phosphoramidates under a three-component reaction

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2022-01-01 DOI:10.1080/10426507.2022.2053854

Mónica I. García-Aranda , Marco Franco-Pérez , Israel Bonilla-Landa , José Luis Castrejón-Flores , Angel Zamudio-Medina

引用次数: 0

Abstract

A fast, safe and accessible multicomponent reaction procedure is reported for the synthesis of symmetric and nonsymmetric benzyl-bisphosphoramidate derivatives. Our key reagents were 1,3-phenylenedimethanamine 3 conjointly with the five different phosphorous chlorides, O, O′-diethyl chlorothiophosphate 1, diphenyl phosphoryl chloride 2, diethyl chlorophosphate 5, N, N, N ′, N′-tetramethylphosphorodiamidic chloride 7 and O, O′-dimethyl chlorothiophosphate 9. A total of seven products were obtained, five of them none reported before. As far as we know, our work constitutes the first approach for the synthesis of nonsymmetric benzyl-bisphosphoramidate derivatives. The presence of our adducts were always confirmed by NMR spectroscopy (¹H, ¹³C and ³¹P) and mass spectrometry.

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三组份反应合成新的芳香族磷酸酯

报道了一种快速、安全、简便的合成对称和非对称双磷酰胺苄衍生物的多组分反应方法。我们的关键试剂是1,3-苯二甲胺3与五种不同的氯化物，O, O ' -二乙基氯代磷酸1，二苯基氯代磷酸2，二乙基氯代磷酸5,N, N, N '， N ' -四甲基氯代二二磷酸7和O, O ' -二甲基氯代磷酸9。共获得7种产品，其中5种以前没有报道过。据我们所知，我们的工作构成了合成非对称苯-双磷酰胺衍生物的第一种方法。我们的加合物的存在一直被核磁共振光谱(1H, 13C和31P)和质谱证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.