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Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
Author(s) -
Huang Raolin,
Patureau Frederic W.
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.202202135
Subject(s) - thiazole , electrochemistry , thiophene , halogen , chemistry , alcohol , environmentally friendly , combinatorial chemistry , compatibility (geochemistry) , functional group , medicinal chemistry , organic chemistry , materials science , ecology , alkyl , electrode , composite material , biology , polymer
A facile and environmentally friendly electrochemical protocol is herein reported for the C(sp 2 )−C(sp 3 ) cross dehydrogenative coupling between imidazopyridines and N,N‐dimethylanilines. The broad functional group compatibility includes halogens, ester, alcohol, sulfone as well as thiophene. This methodology is also suitable for benzo[d]imidazo[2,1‐b]thiazole, thiazoimidazole and tetrahydroisoquinoline, and can be scaled up to 5 mmol. Mechanistic insights are discussed.