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Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones

Radical spirocyclization via dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. We report the use of electrochemistry to perform an oxidative dearomatization of biaryls leading to tri- and difluoromethylated spiro[5.5]trienones in a...

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Detalles Bibliográficos
Autores principales: Zhang, Yan, Ma, Chanchan, Struwe, Julia, Feng, Jian, Zhu, Gangguo, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317667/
https://www.ncbi.nlm.nih.gov/pubmed/34377402
http://dx.doi.org/10.1039/d1sc02682h
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author Zhang, Yan
Ma, Chanchan
Struwe, Julia
Feng, Jian
Zhu, Gangguo
Ackermann, Lutz
author_facet Zhang, Yan
Ma, Chanchan
Struwe, Julia
Feng, Jian
Zhu, Gangguo
Ackermann, Lutz
author_sort Zhang, Yan
collection PubMed
description Radical spirocyclization via dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. We report the use of electrochemistry to perform an oxidative dearomatization of biaryls leading to tri- and difluoromethylated spiro[5.5]trienones in a user friendly undivided cell set-up and a constant current mode. The catalyst- and chemical oxidant-free dearomatization procedure features ample scope, and employs electricity as the green and sole oxidant.
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spelling pubmed-83176672021-08-09 Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones Zhang, Yan Ma, Chanchan Struwe, Julia Feng, Jian Zhu, Gangguo Ackermann, Lutz Chem Sci Chemistry Radical spirocyclization via dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. We report the use of electrochemistry to perform an oxidative dearomatization of biaryls leading to tri- and difluoromethylated spiro[5.5]trienones in a user friendly undivided cell set-up and a constant current mode. The catalyst- and chemical oxidant-free dearomatization procedure features ample scope, and employs electricity as the green and sole oxidant. The Royal Society of Chemistry 2021-06-24 /pmc/articles/PMC8317667/ /pubmed/34377402 http://dx.doi.org/10.1039/d1sc02682h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhang, Yan
Ma, Chanchan
Struwe, Julia
Feng, Jian
Zhu, Gangguo
Ackermann, Lutz
Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title_full Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title_fullStr Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title_full_unstemmed Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title_short Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
title_sort electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317667/
https://www.ncbi.nlm.nih.gov/pubmed/34377402
http://dx.doi.org/10.1039/d1sc02682h
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