Iridium-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline with bis(pinacolate)diboron

Ikuo Sasaki; Tatsunosuke Amou; Hajime Ito; Tatsuo Ishiyama

doi:10.1039/c3ob42497a

Iridium-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline with bis(pinacolate)diboron

Org Biomol Chem. 2014 Apr 7;12(13):2041-4. doi: 10.1039/c3ob42497a. Epub 2014 Feb 20.

Authors

Ikuo Sasaki¹, Tatsunosuke Amou, Hajime Ito, Tatsuo Ishiyama

Affiliation

¹ Division of Chemical Process Engineering, Frontier Chemistry Center (FCC), Graduate School of Engineering, Hokkaido University, Sapporo, 060-8628, Japan. [email protected].

PMID: 24553844
DOI: 10.1039/c3ob42497a

Abstract

The development of an Ir-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline is reported. This reaction proceeded at 120 °C to afford the corresponding borylated products in high yield with good regioselectivity using an Ir complex formed in situ from [Ir(OMe)(cod)]2/2(C6F5)3P in the presence of 2-norbornene.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aniline Compounds / chemistry*
Boron Compounds / chemistry*
Boronic Acids / chemical synthesis*
Boronic Acids / chemistry
Catalysis
Imines / chemistry*
Iridium / chemistry*
Molecular Structure
Organometallic Compounds / chemistry*

Substances

Aniline Compounds
Boron Compounds
Boronic Acids
Imines
Organometallic Compounds
Iridium
2,3,4,5,6-pentafluoroaniline