Research on Chemical Intermediates ( IF 2.8 ) Pub Date : 2017-08-08 , DOI: 10.1007/s11164-017-3096-z Tarik E. Ali , Mohamed M. Hassan
Abstract
Novel chromonyl phosphonic acid 3, diethyl chromonyl phosphonate 4, and diethyl chromonyl pyridinyl phosphonate 5 were obtained from treatment of 2-cyano-3-(4-oxo-4H-chromen-3-yl) prop-2-enamide (2) with phosphorous acid and its diesters. Also, an efficient route to functionalized phosphorus heterocycles such as 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring was achieved via reaction of compound 2 with some phosphorus sulfides and phosphorus tribromide. A key part of the reaction mechanisms is discussed. Structures of the new synthesized products were established on the basis of spectral data (IR, ESI-MS, 1H-, 13C and 31P-NMR spectra).
Graphical Abstract
An efficient route to functionalized phosphorus heterocycles such as 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring was achieved via reaction of 2-cyano-3-(4-oxo-4H-chromen-3-yl)prop-2-enamide with some phosphorus sulfides and phosphorus tribromide.
中文翻译:
2-氰基-3-(4-oxo-4 H -chromen-3-yl)prop-2-enamide与某些磷试剂的反应:一些新型膦酸二乙酯,1,2,3-二氮膦膦,1,2的合成带有色酮环的,3-噻唑膦和1,2-氮唑
摘要
通过处理2-氰基-3-(4-氧代-4 H-铬-3-基)丙-2-烯酰胺(2)获得了新型的苯甲酰基膦酸3,苯二甲酰基膦酸膦酸4和苯二甲基吡啶基膦酸膦酸5。亚磷酸及其二酯。而且,通过化合物2与一些硫化磷和三溴化磷的反应,获得了通往官能化磷杂环(例如1,2,3-二氮杂膦烷,1,2,3-硫杂氮杂膦和带有色酮环的1,2-氮杂磷腈)的有效途径。。讨论了反应机理的关键部分。根据光谱数据(IR,ESI-MS,1 H-,13 C和31 P-NMR光谱)。
图形概要
通过2-氰基-3-(4-氧代-)-的反应,可以得到一种有效的途径来合成功能化的磷杂环化合物,例如1,2,3-二氮杂膦烷,1,2,3-硫杂氮杂膦和带有色酮环的1,2-氮杂磷腈。 4 H-铬-3-基)丙-2-烯酰胺与一些硫化磷和三溴化磷。