Palladium-catalyzed cyanation of hindered, electron-rich aryl triflates by zinc cyanide

被引：64

作者：

Kubota, H ^{[1
]}

Rice, KC ^{[1
]}

机构：

[1] NIDDK, Med Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(98)00414-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We examined the palladium-catalyzed cyanation of hindered, electron-rich aryl triflates by zinc cyanide using 2-methoxyphenyl trifluoromethanesulfonate (4) as a model compound The reaction with two equivalents of Zn(CN)(2) and catalytic Pd(PPh3)(4) in DMF at 120 degrees C for 2 hr afforded 2-methoxybenzonitrile (5)in 81% yield. The synthesis of 3-cyano-3-desoxynaltrexone(3), which had not previouly been obtained by the reaction with potassium or sodium cyanid: as a cyanide source, was achieved by applying this procedure to its corresponding triflate 2. Published by Elsevier Science Ltd.

引用

页码：2907 / 2910

页数：4

共 16 条

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