Year: 2025
Type: article
Abstract: Aromatic carboxylic acid derivatives are ubiquitous structural motifs in organic chemistry, which find widespread use as synthetic intermediates or target compounds for various applications. An ideal way to access these compounds is by C-H functionalization of a simple arene with a C1-building block like CO. State of the art methods, however, require the use of prefunctionalized arenes or substrates bearing directing groups, which negatively impact the step economy and/or significantly limit the scope of such processes. Herein we describe Pd-catalysts for the nondirected C-H alkoxycarbonylation of simple arenes. The protocol offers a highly efficient approach toward the synthesis of aromatic esters and enables the functionalization of a broad range of substrates. The predominantly sterically controlled regioselectivity renders the process complementary to electrophilic aromatic substitution reactions. We demonstrate the synthetic versatility of the obtained products to access diverse classes of compounds and present mechanistic studies to derive a plausible reaction mechanism.
Source: JACS Au
Institution: Christian-Albrechts-Universität zu Kiel
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $3,500
OpenAlex ID: W4416866199