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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...
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/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. |
format | Online Article Text |
id | pubmed-8603193 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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