Toward Efficient Nucleophilic Azaborine Building Blocks for the Synthesis of B-N Naphthyl (Hetero)arylmethane lsosteres
Toward Efficient Nucleophilic Azaborine Building Blocks for the Synthesis of B-N Naphthyl (Hetero)arylmethane lsosteres
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DOI：
10.1021/acs.orglett.5b01750
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发表时间：
2015-07-17
期刊：
影响因子：
5.2
通讯作者：
Molander, Gary A.
中科院分区：
文献类型：
--
作者：
Amani, Javad;Molander, Gary A.
为了发展一类氮杂硼杂环的合成方法，合成了2-（三氟硼甲基）-2，1-硼氮杂萘钾作为亲核结构单元。在钯催化的与（杂）芳基氯的交叉偶联反应中，它们用于产生各种假苄基（杂）芳基取代的氮杂硼杂环。2-（三氟硼甲基）-2，1-硼氮杂萘钾是比2-（氯甲基）-2，1-硼氮杂萘更稳定的结晶固体，并且与它们的假苄基氯对应物相比，在交叉偶联反应中具有更宽的底物范围。
To develop a method for the synthesis of a class of azaborines, potassium 2-(trifluoroboratomethyl)-2,1-borazaronaphthalenes have been synthesized to serve as nucleophilic building blocks. In palladium-catalyzed cross-coupling reactions with (hetero)aryl chlorides they serve to produce a variety of pseudobenzylic (hetero)aryl substituted azaborines. Potassium 2-(trifluoroboratomethyl)-2,1-borazaronaphthalenes are crystalline solids that are more Stable than 2-(chloromethyl)-2,1-borazaronaphthalenes and have a broader substrate scope in cross-coupling reactions compared to their pseudobenzylic chloride counterparts.