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Updated: Feb 24, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Direct catalytic arylation of heteroarenes with meso-bromophenyl-substituted porphyrins
Alexei Nikolaevich Kiselev1, Olga Konstantinovna Grigorova2, Alexei Dmitrievich Averin2
1G. A. Krestov Institute of Solution Chemistry RAS, Akademicheskaya ul., Ivanovo, 153045, Russia.
Abstract:
The arylation of mono-, di- and tetra-meso-bromophenyl-substituted porphyrins with the heteroarenes containing "acidic" C-H bonds, such as benzoxazole, benzothiazole and N-methylimidazole was studied in the presence of three alternative catalytic systems: Pd(dba)2/DavePhos/Cs2CO3, Pd(PPh3)4/PivOH/K2CO3 and Pd(OAc)2/Cu(OAc)2/PPh3/K2CO3. The first catalytic system was found to be successful in the reaction with benzoxazole, the second one was less efficient for our purpose, while the third system proved to be most versatile and afforded corresponding mono-, di-, tri- and even tetraarylated derivatives of porphyrins.
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