Ester-directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-supported Iridium Complex

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2010 May 1

PMID 20429524

Citations 13

Authors

Soichiro Kawamorita

Hirohisa Ohmiya

Masaya Sawamura

Affiliations

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Abstract

The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.

Citing Articles

A Hydrazone Ligand for Iridium-Catalyzed C-H Borylation: Enhanced Reactivity and Selectivity for Fluorinated Arenes.

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PMID: 38873573 PMC: 11167643. DOI: 10.1021/acs.organomet.4c00174.

Derivatization of 2,1,3-Benzothiadiazole via Regioselective C-H Functionalization and Aryne Reactivity.

Kunz S, Barna F, Urrutia M, Ingner F, Martinez-Topete A, Orthaber A J Org Chem. 2024; 89(9):6138-6148.

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Ligand-free iridium-catalyzed regioselective C-H borylation of indoles.

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Iridium-Catalysed C-H Borylation of Heteroarenes: Balancing Steric and Electronic Regiocontrol.

Wright J, Scott P, Steel P Angew Chem Int Ed Engl. 2020; 60(6):2796-2821.

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Photoinduced Heterogeneous C-H Arylation by a Reusable Hybrid Copper Catalyst.

Choi I, Muller V, Lole G, Kohler R, Karius V, Viol W Chemistry. 2020; 26(16):3509-3514.

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