Metal-Free Photocatalyzed Cross Coupling of Bromoheteroarenes with Pyrroles

Marzo, Leyre and Ghosh, Indrajit and Esteban, Francisco and Koenig, Burkhard (2016) Metal-Free Photocatalyzed Cross Coupling of Bromoheteroarenes with Pyrroles. ACS CATALYSIS, 6 (10). pp. 6780-6784. ISSN 2155-5435,

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Abstract

The excited radical anion of rhodamine 6G reduces heteroaryl bromides and chlorides to generate heteroaryl radicals that were successively trapped by pyrroles for the synthesis of heteroaromatic biaryls in moderate to excellent yields. The synthetically important photoredox catalytic C-H heteroarylation reaction works for a broad range of brominated electron-rich heteroarenes and chlorinated heteroarenes bearing electron withdrawing groups. In addition, this methodology was applied to the formal synthesis of a benzimidazole derivative II with interesting pharmacological properties.

Item Type: Article
Uncontrolled Keywords: MELANIN-CONCENTRATING HORMONE; TAIL-TYPE OLIGOTHIOPHENES; ARYL DIAZONIUM SALTS; H BOND ACTIVATION; ELECTRON-TRANSFER; HALOGEN EXCHANGE; DIRECT ARYLATION; CH ARYLATION; AMINO-ACIDS; LIGHT; photoredox catalysis; visible light; C-H heteroarylation; metal-free reaction; pyrrole
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 05 Apr 2019 10:38
Last Modified: 05 Apr 2019 10:38
URI: https://pred.uni-regensburg.de/id/eprint/4223

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