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

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 44卷 / 02期

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

页码：526 / 532

页数：7

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