Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series

被引：32

作者：

Nikolova, R

Bojilova, A

Rodios, NA ^{[2
]}

机构：

[1] Univ Sofia, Dept Organ Chem, BU-1126 Sofia, Bulgaria

[2] Aristotelian Univ Salonika, Dept Chem, Organ Chem Lab, GR-54006 Salonika, Greece

来源：

TETRAHEDRON | 1998年 / 54卷 / 47期

关键词：

D O I：

10.1016/S0040-4020(98)00892-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 3-(1-bromobenzyl)coumarin 3 with trialkyl phosphites afforded in good yields the corresponding dialkyl phosphonates 5, the Arbuzov reaction products. The interaction of trialkyl phosphites with 3-(omega-bromoacetyl)coumarin 4 gave the corresponding dialkyl vinylphosphates 8 as the only isolated products, whereas dialkyl phosphites reacted with 4 under phase transfer catalysis and gave vinylphosphates 8 or dialkyl 1,2-epoxy-ethylphosphonates 9. The beta-oxo-phosphonates 7 were obtained from the reaction of hydrazono-derivative 10 with trialkyl phosphites and the subsequent hydrolysis of the dialkyl beta-hydrazono-phosphonates 11 thus formed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：14407 / 14420

页数：14

共 27 条

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[3]

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