Functionalized 2,2′-bipyridines and 2,2′:6′,2"-terpyridines via Stille-type cross-coupling procedures
Functionalized 2,2′-bipyridines and 2,2′:6′,2"-terpyridines via Stille-type cross-coupling procedures
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DOI：
10.1021/jo0260600
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发表时间：
2002-11-15
影响因子：
3.6
通讯作者：
Schubert, US
中科院分区：
文献类型：
--
作者：
Heller, M;Schubert, US
利用Stille型交叉偶联方法制备了各种功能化的2，2‘-联吡啶和2，2’：6‘，2“-联吡啶。这类含氮杂环化合物作为过渡金属离子的络合配体，在超分子化学领域具有重要的研究价值。采用模块化设计原理，以高产率和多克规模合成了各种单取代和双取代的2，2‘-联吡啶。吡啶类化合物可以一步进行官能化，在外环和中心环的4‘-位用不同的取代基进行官能化，得到多官能团化合物。最初得到的甲酯和乙酯基团可以简单地转化为溴甲基和羟甲基，从而允许进一步的官能化反应。
Stille-type cross-coupling procedures are utilized in order to prepare a variety of fanctionalized 2,2'-bipyridines and 2,2':6',2"-terpyridines. Such N-heterocyclic compounds are of great interest as chelating ligands for transition-metal ions in the field of supramolecular chemistry. Various mono- and disubstitued 2,2'-bipyridines were synthesized in high yields and multigram scales using a modular design principle. The terpyridines may be functionalized in one step with different substituents at the outer pyridine rings and at the 4'-position of the centered ring, leading to multifunctionalized compounds. The initially obtained methyl ester and ethyl ester groups can be simply converted into bromomethyl and hydroxymethyl groups which allow further functionalization reactions.