Synthesis of 1,2-dihydro-1,3-diaza-2λ5 4λ5-2,4-diphosphorine 2-oxides

被引：13

作者：

Andújar, CM ^{[1
]}

Alvarez, IP ^{[1
]}

Ortiz, FL ^{[1
]}

机构：

[1] Univ Almeria, Almeria 04120, Spain

来源：

TETRAHEDRON | 2002年 / 58卷 / 13期

关键词：

phosphazenes; diphosphorines; carbanions; phosphorus heterocycles; SNAr;

D O I：

10.1016/S0040-4020(02)00144-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of lithium (N-diphenylphosphoryl)phosphazenes with nitriles afforded 1,2-dihydro-1,3-diaza-2lambda(5),4lambda(5)-2,4-diphosphorine 2-oxides through a C-regioselective addition to the cyano linkage followed by in situ cyclocondensation. The new heterocycles 4:1 were designed to mimic thymine and are promising chemotherapeutic anticancer agents. As an exception, for p-nitrobenzonitrile a SNAr C, reaction was exclusively observed with the nucleophile entering in the ortho position of the nitro substituent in a process directed by the strong electron withdrawing effect of the NO2 group. (C) 2002 Elsevier Science Ltd. All rights reserved.

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收藏

页码：2569 / 2575

页数：7

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