Formal C-H Carboxylation of Unactivated Arenes

被引：21

作者：

Gevorgyan, Ashot ^{[1
]}

Hopmann, Kathrin H. ^{[2
]}

Bayer, Annette ^{[1
]}

机构：

[1] UiT, Dept Chem, N-9037 Tromso, Norway

[2] UiT, Dept Chem, Hylleraas Ctr Quantum Mol Sci, N-9037 Tromso, Norway

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2020年 / 26卷 / 27期

关键词：

carbon dioxide; carboxylation; C-H activation; green solvent; late-stage functionalization; COPPER-CATALYZED CARBOXYLATION; LATE-STAGE FUNCTIONALIZATION; BOND FUNCTIONALIZATION; 1,3-DISUBSTITUTED ARENES; ESTERS; ACTIVATION; REGIOSELECTIVITY; DIVERSIFICATION; CONSTRUCTION; HETEROARENES;

D O I：

10.1002/chem.202000515

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：6064 / 6069

页数：6

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[3]

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[4]

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