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Formal C-H Carboxylation of Unactivated Arenes.

ABSTRACT: A formal C-H carboxylation of unactivated arenes using CO2 in green solvents is described. The present strategy combines a sterically controlled Ir-catalyzed C-H borylation followed by a Cu-catalyzed carboxylation of the in situ generated organoboronates. The reaction is highly regioselective for the C-H carboxylation of 1,3-disubstituted and 1,2,3-trisubstituted benzenes, 1,2- or 1,4-symmetrically substituted benzenes, fluorinated benzenes and different heterocycles. The developed methodology was applied to the late-stage C-H carboxylation of commercial drugs and ligands.

SUBMITTER: Gevorgyan A

PROVIDER: S-EPMC7317471 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Formal C-H Carboxylation of Unactivated Arenes.

Gevorgyan Ashot A Hopmann Kathrin H KH Bayer Annette A

Chemistry (Weinheim an der Bergstrasse, Germany) 20200504 27

A formal C-H carboxylation of unactivated arenes using CO2 in green solvents is described. The present strategy combines a sterically controlled Ir-catalyzed C-H borylation followed by a Cu-catalyzed carboxylation of the in situ generated organoboronates. The reaction is highly regioselective for the C-H carboxylation of 1,3-disubstituted and 1,2,3-trisubstituted benzenes, 1,2- or 1,4-symmetrically substituted benzenes, fluorinated benzenes and different heterocycles. The developed me ...[more]

PMID: 32003869

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