Differentially protected, benzenediboronic acids: Divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes
Differentially protected, benzenediboronic acids: Divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes
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DOI：
10.1021/ol702420x
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发表时间：
2008-02-07
期刊：
影响因子：
5.2
通讯作者：
Suginome, Michinori
中科院分区：
文献类型：
--
作者：
Noguchi, Hiroyoshi;Shioda, Takayuki;Suginome, Michinori
在硼掩蔽策略的基础上，设计了新的二价交叉偶联模块，用于有效合成硼取代的低聚芳烃。这些模块，即单保护的邻、间和对苯二硼酸衍生物，与 Sp(2) 碘化物、溴化物、氯化物和三氟甲磺酸酯进行高选择性 Suzuki-Miyaura 偶联，得到其中受保护的硼基基团保持完整的偶联产物。
On the basis of the boron-masking strategy, new divalent cross-coupling modules have been designed for the efficient synthesis of boron-substituted oligoarenes. The modules, i.e., monoprotected o-, m-, and p-benzenediboronic acid derivatives, undergo highly selective Suzuki-Miyaura coupling with Sp(2) iodides, bromides, chlorides, and triflates, affording coupling products in which the protected boronyl groups are left intact.