Direct Catalytic Arylation of Heteroarenes with -bromophenyl-substituted Porphyrins

Overview

Journal Beilstein J Org Chem

Specialty Chemistry

Date 2017 Aug 29

PMID 28845197

Authors

Alexei Nikolaevich Kiselev

Olga Konstantinovna Grigorova

Alexei Dmitrievich Averin

Sergei Aleksandrovich Syrbu

Oskar Iosifovich Koifman

Irina Petrovna Beletskaya

Affiliations

Soon will be listed here.

Abstract

The arylation of mono-, di- and tetra--bromophenyl-substituted porphyrins with the heteroarenes containing "acidic" C-H bonds, such as benzoxazole, benzothiazole and -methylimidazole was studied in the presence of three alternative catalytic systems: Pd(dba)/DavePhos/CsCO, Pd(PPh)/PivOH/KCO and Pd(OAc)/Cu(OAc)/PPh/KCO. 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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