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C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent

The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions...

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Detalles Bibliográficos
Autores principales: Nobile, Enzo, Castanheiro, Thomas, Besset, Tatiana
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/PMC8603193/
https://www.ncbi.nlm.nih.gov/pubmed/34747423
http://dx.doi.org/10.1039/d1cc04737j
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author Nobile, Enzo
Castanheiro, Thomas
Besset, Tatiana
author_facet Nobile, Enzo
Castanheiro, Thomas
Besset, Tatiana
author_sort Nobile, Enzo
collection PubMed
description The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp(2))-, C(sp(3))- and S-CF(2)SO(2)Ph bonds was provided, expanding the chemical space of PhSO(2)CF(2)-containing molecules. Late-stage functionalization of bioactive molecules and the synthesis of PhSO(2)CF(2)- and HCF(2)-analogs of Lidocaine were also successfully achieved.
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spelling pubmed-86031932021-11-23 C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent Nobile, Enzo Castanheiro, Thomas Besset, Tatiana Chem Commun (Camb) Chemistry The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp(2))-, C(sp(3))- and S-CF(2)SO(2)Ph bonds was provided, expanding the chemical space of PhSO(2)CF(2)-containing molecules. Late-stage functionalization of bioactive molecules and the synthesis of PhSO(2)CF(2)- and HCF(2)-analogs of Lidocaine were also successfully achieved. The Royal Society of Chemistry 2021-11-08 /pmc/articles/PMC8603193/ /pubmed/34747423 http://dx.doi.org/10.1039/d1cc04737j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Nobile, Enzo
Castanheiro, Thomas
Besset, Tatiana
C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title_full C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title_fullStr C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title_full_unstemmed C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title_short C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
title_sort c–h electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8603193/
https://www.ncbi.nlm.nih.gov/pubmed/34747423
http://dx.doi.org/10.1039/d1cc04737j
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AT bessettatiana chelectrophilicphenylsulfonyldifluoromethylationofheteroareneswithanewlydesignedreagent