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

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

引用次数: 0

Abstract

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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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。

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。

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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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