Application of phosphonyl carbanions to highly regioselective synthesis of some diazaphospholes and pyrazolinyl phosphonates

被引:35
作者
Abdou, Wafaa A. [1 ]
Khidre, Maha D. [1 ]
Khidre, Rizk E. [1 ]
机构
[1] Natl Res Ctr, Chem Ind Div, D-12662 Cairo, Egypt
关键词
Diazo chemistry; Wittig-Horner carbanions; Phosphole-and phosphonate derivatives; Antimicrobial and antifungal activities; Structure-activity relationship (SAR); WITTIG-HORNER REAGENTS; DIAZOALKANES; ESTERS; CYCLOADDITION; HETEROCYCLES;
D O I
10.1016/j.ejmech.2008.03.032
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of substituted spiro[3']pyrazolinylphosphonates and spiro[3]diazaphospholes were synthesized via 1:3-dipolar cycloaddition reaction of 2-diazonio-1,3-dioxo-2,3-dihydro-1H-inden-2-ide with phosphonyl carbanions: diethyl-cyanomethylphosphonate, -phosphono-acetates, and -vinylphosphonate. On the other hand, treatment of the diazo substrate with diethyl (thiomethyl)methylphosphonate led to the formation of condensed oxadiazine and spiro[3]diazaphosphole. Some compounds were found to possess antibacterial and antifungal activities. (C) 2008 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:526 / 532
页数:7
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