Selective Reactions of Bromine Trifluoride in Organic Chemistry
Selective Reactions of Bromine Trifluoride in Organic Chemistry
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DOI：
10.1002/adsc.201000482
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发表时间：
2010-11
影响因子：
5.4
通讯作者：
S. Rozen
中科院分区：
文献类型：
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作者：
S. Rozen
尽管人们知道三氟化溴已有一个多世纪的历史，但它在有机化学的日常研究工作中并不是一种常见的试剂。它与水、丙酮或醚等含有路易斯碱元素的溶剂发生放热反应的趋势使它与许多人的想法保持距离。尽管如此，在适当的条件下，它仍然可以进行许多其他试剂难以实现的选择性反应。在这篇综述中，我们讨论了在过去30年中发表的反应。它们包括氟化杂原子、用碳氟键取代碳-卤键、麻醉剂的合成、三氟甲基(CF3)和二氟亚甲基(CF2)基团的构建、芳香族溴代反应等。
Although known for more than a century, bromine trifluoride is not a common reagent in day to day research work in organic chemistry. Its tendency to react exothermically with solvents containing Lewis base elements such as water, acetone or ethers distanced it from the mind of many. Still, under the proper conditions, it can perform quite a few selective reactions which are difficult to achieve by other reagents. We discuss in this review reactions which have been published in the last 30 years. They consist of fluorinating heteroatoms, substituting carbon-halogen bonds with carbon-fluorine bonds, syntheses of anesthetics, construction of the trifluoromethyl (CF 3 ) and the difluoromethylene (CF 2 ) groups, aromatic brominations and more.