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Regioselectivity in palladium-catalysed direct arylation of 5-membered ring heteroaromatics

机译:区域选择性palladium-catalysed直接5环杂芳族化合物的芳基化

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摘要

In recent years, palladium-catalysed arylation of heteroaromatics via C-H bond activation has become a popular method for generating carbon-carbon bonds. For this reaction, a wide variety of heteroaromatics such as (benzo) furans, (benzo) thiophenes, pyrroles, indoles, thiazoles, oxazoles, imidazoles, pyrazoles or triazoles can be employed. In most of these heterocycles, several reactive C-H bonds are present. If specific C-H bonds of such heteroarenes can be coupled with arenes, this becomes one of the most simple methods to access bi.hetero) arenes. In the past few years, several results using modified and improved catalysts and new reaction conditions have been reported permitting better control of the regioselectivity of such arylations. For example, initially only C2- or C5-arylated thiophenes were accessible via palladium-catalysed direct arylation, whereas now regioselective C3- or C4-arylations are possible when appropriate reaction conditions are used. In this review, the influence of the reactants, catalysts and reaction conditions on the regioselectivity of palladium-catalysed arylation of heteroaromatics is reported. The recent progress in the regioselectivity control now allows the synthesis of a wide variety of complex molecules using only a few steps, and will certainly provide simpler access to new heteroaryl derivatives in the next years.
机译:近年来,palladium-catalysed芳基化的杂芳族化合物通过碳氢键活化成为一个受欢迎的方法生成碳碳键。等多种杂芳族化合物(苯并)呋喃,苯并噻吩、吡咯、吲哚、噻唑、唑咪唑类、摘要或氮杂四唑可以使用。杂环化合物,一些反应性碳氢键礼物。heteroarenes可以加上粗砂,这一点成为其中一个最简单的方法来访问bi.hetero)芳烃。使用修改和改进的催化剂和结果新报告了反应条件允许更好地控制的区域选择性这样的芳基化。C2 -或者C5-arylated噻吩通过palladium-catalysed直接芳基化,而现在特定选择的C3 -或者C4-arylations是可能的在适当的反应条件。这篇评论,反应物的影响,催化剂和反应条件区域选择性palladium-catalysed的芳基化杂芳族化合物的报道。区域选择性控制现在的进展允许各种复杂的合成分子使用只有几步远,和意志当然新提供简单的访问heteroaryl衍生品在未来几年。

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