Hunsdiecker-type bromodecarboxylation of carboxylic acids with iodosobenzene diacetate-bromine
Hunsdiecker-type bromodecarboxylation of carboxylic acids with iodosobenzene diacetate-bromine
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DOI：
10.1016/s0040-4020(00)00169-1
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发表时间：
2000-04-21
期刊：
影响因子：
2.1
通讯作者：
Vázquez, S
中科院分区：
文献类型：
--
作者：
Camps, P;Lukach, AE;Vázquez, S
在钨灯照射下，羧酸与碘代苯、二乙酸酯和溴反应，以中等到良好的产率进行溴代脱羧化。该反应对具有伯碳、仲碳或叔碳原子的羧酸反应很好，尽管二苯基乙酸生成了二苯甲酮。如果苯环上存在吸电子取代基，苯甲酸衍生物以中等产率进行溴代脱羧化，而如果取代基是给电子基，则它们的回收几乎没有变化。从具有两个桥头或碳原子的二元酸的双溴脱羧化反应中低产率地分离出部分碘化产物。(C)2000爱思唯尔科学有限公司。保留所有权利。
Carboxylic acids are bromodecarboxylated in moderate to good yields on reaction with iodosobenzene diacetate and bromine under irradiation with a tungsten lamp. The reaction works very well with carboxylic acids having a primary, secondary or tertiary alpha-carbon atom, although diphenylacetic acid gives benzophenone. Benzoic acid derivatives are bromodecarboxylated in moderate yields if electron-withdrawing substituents are present in the benzene ring, while they are recovered mostly unchanged if the substituents are electron-donating. Partially iodinated products have been isolated in low yield from the bis-bromodecarboxylation of dicarboxylic acids having two bridgehead or-carbon atoms. (C) 2000 Elsevier Science Ltd. All rights reserved.