Palladium-catalyzed cross-coupling of pyrrole anions with aryl chlorides, bromides, and iodides
Palladium-catalyzed cross-coupling of pyrrole anions with aryl chlorides, bromides, and iodides
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DOI：
10.1021/ol048367m
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发表时间：
2004-10-28
期刊：
影响因子：
5.2
通讯作者：
Sadighi, JP
中科院分区：
文献类型：
--
作者：
Rieth, RD;Mankad, NP;Sadighi, JP
[图表]已开发出一种将吡咯阴离子转化为 2-芳基吡咯的通用方法。使用钯预催化剂和空间要求高的 2-(二烷基膦基)联苯配体，(吡咯基)氯化锌可以在低催化剂负载量和温和条件下与各种芳基卤化物（包括芳基氯和芳基溴）交叉偶联。可以容忍高度的空间位阻。某些环取代的吡咯阴离子也已被芳基溴底物芳基化。
[GRAPHICS]A general method for the conversion of pyrrole anions to 2-arylpyrroles has been developed. Using a palladium precatalyst and sterically demanding 2-(dialkylphosphino)biphenyl ligands, (pyrrolyl)zinc chloride may be cross-coupled with a wide range of aryl halides, including aryl chlorides and aryl bromides, at low catalyst loadings and under mild conditions. A high degree of steric hindrance is tolerated. Certain ring-substituted pyrrole anions have also been arylated with aryl bromide substrates.