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Chan−Lam Arylation of Benzimidazole and its Derivatives in the Presence of Copper‐Containing Minerals
Author(s) -
Györke Gábor,
Dancsó András,
Volk Balázs,
Milen Mátyás
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202004596
Subject(s) - benzimidazole , copper , bornite , catalysis , chalcocite , chemistry , environmentally friendly , imidazole , organic chemistry , combinatorial chemistry , chalcopyrite , ecology , biology
Copper catalysis plays a remarkable role in synthetic organic chemistry. The catalytic activity of copper‐containing minerals is not sufficiently presented in the literature, even though the economical value of such procedures is rather high. With the direct usage of these readily available ores, the highly polluting industrial copper production can be avoided. In the present work, the copper‐containing mineral catalyzed Chan−Lam reaction of benzimidazole, substituted benzimidazoles or imidazole with various phenylboronic acids is described. A total of nine readily available ores were tested in our model reaction with bornite (Cu 5 FeS 4 ) and chalcocite (Cu 2 S) being the best among them. The in situ formed catalytic system of Cu 5 FeS 4 /TMEDA was able to produce the desired products in up to 98 % yields and it was reusable making this process even more economical and environmentally friendly.