Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles

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...

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Autores principales: Huang, Raolin, Patureau, Frederic W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10091945/
https://www.ncbi.nlm.nih.gov/pubmed/36048580
http://dx.doi.org/10.1002/chem.202202135
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author Huang, Raolin
Patureau, Frederic W.
author_facet Huang, Raolin
Patureau, Frederic W.
author_sort Huang, Raolin
collection PubMed
description 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.
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spelling pubmed-100919452023-04-13 Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles Huang, Raolin Patureau, Frederic W. Chemistry Research Articles 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. John Wiley and Sons Inc. 2022-10-25 2022-12-15 /pmc/articles/PMC10091945/ /pubmed/36048580 http://dx.doi.org/10.1002/chem.202202135 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Research Articles
Huang, Raolin
Patureau, Frederic W.
Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title_full Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title_fullStr Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title_full_unstemmed Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title_short Electrochemical Dehydrogenative C−H Aminomethylation of Imidazopyridines and Related Heterocycles
title_sort electrochemical dehydrogenative c−h aminomethylation of imidazopyridines and related heterocycles
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10091945/
https://www.ncbi.nlm.nih.gov/pubmed/36048580
http://dx.doi.org/10.1002/chem.202202135
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AT patureaufredericw electrochemicaldehydrogenativechaminomethylationofimidazopyridinesandrelatedheterocycles

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