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Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer
Fe, Co, and Mn hydride-initiated radical olefin additions have enjoyed great success in modern synthesis, yet the extension of other hydrogen radicalophiles instead of olefins remains largely elusive. Herein, we report an efficient Fe-catalyzed intramolecular isonitrile–olefin coupling reaction deli...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8356753/ https://www.ncbi.nlm.nih.gov/pubmed/34447542 http://dx.doi.org/10.1039/d1sc03058b |
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author | Zhang, Tianze Yu, Min Huang, Hanmin |
author_facet | Zhang, Tianze Yu, Min Huang, Hanmin |
author_sort | Zhang, Tianze |
collection | PubMed |
description | Fe, Co, and Mn hydride-initiated radical olefin additions have enjoyed great success in modern synthesis, yet the extension of other hydrogen radicalophiles instead of olefins remains largely elusive. Herein, we report an efficient Fe-catalyzed intramolecular isonitrile–olefin coupling reaction delivering 3-substituted indoles, in which isonitrile was firstly applied as the hydrogen atom acceptor in the radical generation step by MHAT. The protocol features low catalyst loading, mild reaction conditions, and excellent functional group tolerance. |
format | Online Article Text |
id | pubmed-8356753 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-83567532021-08-25 Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer Zhang, Tianze Yu, Min Huang, Hanmin Chem Sci Chemistry Fe, Co, and Mn hydride-initiated radical olefin additions have enjoyed great success in modern synthesis, yet the extension of other hydrogen radicalophiles instead of olefins remains largely elusive. Herein, we report an efficient Fe-catalyzed intramolecular isonitrile–olefin coupling reaction delivering 3-substituted indoles, in which isonitrile was firstly applied as the hydrogen atom acceptor in the radical generation step by MHAT. The protocol features low catalyst loading, mild reaction conditions, and excellent functional group tolerance. The Royal Society of Chemistry 2021-07-06 /pmc/articles/PMC8356753/ /pubmed/34447542 http://dx.doi.org/10.1039/d1sc03058b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Zhang, Tianze Yu, Min Huang, Hanmin Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title | Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title_full | Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title_fullStr | Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title_full_unstemmed | Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title_short | Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer |
title_sort | fe-catalyzed fukuyama-type indole synthesis triggered by hydrogen atom transfer |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8356753/ https://www.ncbi.nlm.nih.gov/pubmed/34447542 http://dx.doi.org/10.1039/d1sc03058b |
work_keys_str_mv | AT zhangtianze fecatalyzedfukuyamatypeindolesynthesistriggeredbyhydrogenatomtransfer AT yumin fecatalyzedfukuyamatypeindolesynthesistriggeredbyhydrogenatomtransfer AT huanghanmin fecatalyzedfukuyamatypeindolesynthesistriggeredbyhydrogenatomtransfer |