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学科主题: 有机化学
题名: Alcoholysis of Phosphaisocoumarins and Synthesis of 2-(2-Oxoalkyl)phenylphosphonates
其他题名: Alcoholysis of Phosphaisocoumarins and Synthesis of 2-(2-Oxoalkyl)phenylphosphonates
作者: Peng AY(彭爱云) ; Guo YJ(郭宇娟) ; Ke ZH(柯志海) ; Zhu SZ(朱仕正)
通讯作者: 彭爱云
刊名: Eur. J. Org. Chem.
发表日期: 2008
期: 31, 页:5277-5282
收录类别: SCI
部门归属: 中山大学; 上海有机所
英文摘要: Phosphaisocoumarins do not undergo aminolysis, but instead they were found to be susceptible to alcoholysis in the presence of alcohols and primary amines. This paper examined this unexpected alcoholysis reaction and found that in the presence of Et3N or K2CO3, 4-unsubstituted- and 4-chlorophosphaisocoumarins under-went the alcoholysis reaction smoothly to give a series of 2-(2-oxoalkyl)phenylphosphonates in good yields, whereas 4-iodo- and 4-bromophosphaisocoumarins under-went a dehalogenation-alcoholysis tandem reaction. The possible mechanism for the alcoholysis reaction was discussed. In addition, direct access to 2-(2-oxoalkyl)phenylphosphonates was developed by the mercury(II)-catalyzed hydration of 2-(1-alkynly)phenylphosphonates with high regioselectivity. In a preliminary study, the obtained novel keto phosphonates showed medium inhibitory activity towards a-chymotrypsin. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000261011700011
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14432
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Peng AY,Guo YJ,Ke ZH,et al. Alcoholysis of Phosphaisocoumarins and Synthesis of 2-(2-Oxoalkyl)phenylphosphonates[J]. Eur. J. Org. Chem.,2008(31):5277-5282.
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