Oxidation of hydroxyl-substituted organotrifluoroborates

Oxidation of hydroxyl-substituted organotrifluoroborates
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DOI:
10.1021/ja062974i
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发表时间:
2006-08-02
影响因子:
15
通讯作者:
Petrillo, Daniel E.
Petrillo, Daniel E.
中科院分区:
化学1区
文献类型:
--
作者:
Molander, Gary A.;Petrillo, Daniel E.

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含羟基的有机三氟硼酸钾和四正丁基铵已被制备并使用几种常见的氧化剂氧化。含有伯羟基和仲羟基的芳基-,烯基-和烷基三氟硼酸酯以中等至优异的产率氧化,完全保留三氟硼酸酯部分。这些氧化产物的效用在Suzuki−Miyaura交叉偶联反应中得到证实。
Potassium- and tetra-n-butylammonium organotrifluoroborates containing hydroxyl groups have been prepared and oxidized using several common oxidants. Aryl-, alkenyl-, and alkyltrifluoroborates containing both primary and secondary hydroxyl groups were oxidized in moderate to excellent yields with complete retention of the trifluoroborate moiety. The utility of these oxidized products was demonstrated in a Suzuki−Miyaura cross-coupling reaction.