过渡金属驱动的咪唑并[2,1-b]噻唑直接 C-H 芳基化选择性。

IF 2.5 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

ChemistryOpen Pub Date : 2024-07-25 DOI:10.1002/open.202400180

Dr. Antonio Del Vecchio, Elisabetta Rosadoni, Lorenzo Ballerini, Dr. Angela Cuzzola, Prof. Filippo Lipparini, Dr. Paolo Ronchi, Dr. Sara Guariento, Dr. Matteo Biagetti, Prof. Marco Lessi, Prof. Fabio Bellina

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引用次数: 0

摘要

只需将钯催化剂体系转换为使用等当量的铜，就能实现咪唑并[2,1-b]噻唑的不同 Csp2-H 键与（杂）芳基卤化物的选择性直接芳基化。观察到的选择性也可通过 DFT 计算得到合理解释，即亲电钯化和碱促进 C-H 金属化之间的机械路径发生了变化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Transition Metal-Driven Selectivity in Direct C−H Arylation of Imidazo[2,1-b]Thiazole

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Transition Metal-Driven Selectivity in Direct C−H Arylation of Imidazo[2,1-b]Thiazole

A selective direct arylation of the different Csp2-H bonds of imidazo[2,1-b]thiazole with (hetero) aryl halides can be achieved simply by switching from a palladium catalyst system to the use of stoichiometric amounts of copper. The observed selectivity, also rationalized by DFT calculations, can be explained by a change in the mechanistic pathways between electrophilic palladation and base-promoted C−H metalation.

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来源期刊

ChemistryOpen CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

4.80

自引率

4.30%

发文量

143

审稿时长

1 months

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