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Issue 77, 2018
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Synthesis of phthalic acid derivatives via Pd-catalyzed alkoxycarbonylation of aromatic C–H bonds with alkyl chloroformates

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Abstract

A Pd(II)-catalyzed alkoxycarbonylation of aromatic C–H bonds with alkyl chloroformates has been developed. A broad range of benzamides and alkyl chloroformates are compatible with this protocol. The reaction is operationally simple and scalable. The direct group could be readily removed to access substituted phthalic acid esters (PAEs), 1,2-dibenzyl alcohols and phthalamides. Besides alkoxycarbonylation of benzamide β-C–H bonds, γ-alkoxycarbonylation of 2-phenylacetamide is also feasible.

Graphical abstract: Synthesis of phthalic acid derivatives via Pd-catalyzed alkoxycarbonylation of aromatic C–H bonds with alkyl chloroformates

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Publication details

The article was received on 15 Aug 2018, accepted on 03 Sep 2018 and first published on 03 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC06663A
Citation: Chem. Commun., 2018,54, 10859-10862

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    Synthesis of phthalic acid derivatives via Pd-catalyzed alkoxycarbonylation of aromatic C–H bonds with alkyl chloroformates

    G. Liao, H. Chen and B. Shi, Chem. Commun., 2018, 54, 10859
    DOI: 10.1039/C8CC06663A

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