Issue 20, 2023
From the journal:

Chemical Science

Ruthenium-catalysed decarboxylative unsymmetric dual ortho-/meta-C–H bond functionalization of arenecarboxylic acids†

Xiankai Li,a   Xiaofei Wanga  and  Jing Zhang ORCID logo *a  

* Corresponding authors

a The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei Province, China
E-mail: jzhangwhu@whu.edu.cn

Abstract

Here, we describe a ruthenium-catalysed decarboxylative unsymmetric ortho-C–H azaarylation/meta-C–H alkylation via a traceless directing group relay strategy. The installation of a 2-pyridyl functionality via carboxyl directed ortho-C–H activation is critical to promote decarboxylation and enable meta-C–H bond alkylation to streamline the synthesis of 4-azaaryl-benzo-fused five-membered heterocycles. This protocol is characterized by high regio- and chemoselectivity, broad substrate scopes, and good functional group tolerance under redox-neutral conditions.

Graphical abstract: Ruthenium-catalysed decarboxylative unsymmetric dual ortho-/meta-C–H bond functionalization of arenecarboxylic acids

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Article information

DOI
https://doi.org/10.1039/D3SC01226C
Article type
Edge Article
Submitted
07 Mar 2023
Accepted
04 Apr 2023
First published
24 Apr 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2023,14, 5470-5476

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Ruthenium-catalysed decarboxylative unsymmetric dual ortho-/meta-C–H bond functionalization of arenecarboxylic acids

X. Li, X. Wang and J. Zhang, Chem. Sci., 2023, 14, 5470 DOI: 10.1039/D3SC01226C

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