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Rhoda‐Electrocatalyzed C−H Methylation and Paired Electrocatalyzed C−H Ethylation and Propylation
Author(s) -
Kuciński Krzysztof,
Simon Hendrik,
Ackermann Lutz
Publication year - 2022
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202103837
Subject(s) - alkylation , chemistry , combinatorial chemistry , catalysis , electrocatalyst , electrolysis , methylation , solvent , environmentally friendly , organic chemistry , biochemistry , dna , biology , ecology , electrode , electrolyte , electrochemistry
The use of electricity over traditional stoichiometric oxidants is a promising strategy for sustainable molecular assembly. Herein, we describe the rhoda‐electrocatalyzed C−H activation/alkylation of several N ‐heteroarenes. This catalytic approach has been successfully applied to several arenes, including biologically relevant purines, diazepam, and amino acids. The versatile C−H alkylation featured water as a co‐solvent and user‐friendly trifluoroborates as alkylating agents. Finally, the rhoda‐electrocatalysis with unsaturated organotrifluoroborates proceeded by paired electrolysis.