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An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks
A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092473/ https://www.ncbi.nlm.nih.gov/pubmed/35557855 http://dx.doi.org/10.1039/c8ra04002h |
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author | Silva-Cuevas, Carolina Paleo, Ehecatl León-Rayo, David F. Lujan-Montelongo, J. Armando |
author_facet | Silva-Cuevas, Carolina Paleo, Ehecatl León-Rayo, David F. Lujan-Montelongo, J. Armando |
author_sort | Silva-Cuevas, Carolina |
collection | PubMed |
description | A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant applicability while bromo-lithium exchange and functionalization sequences, free radical reductions, and additions of the title compounds demonstrate their synthetic utility. |
format | Online Article Text |
id | pubmed-9092473 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90924732022-05-11 An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks Silva-Cuevas, Carolina Paleo, Ehecatl León-Rayo, David F. Lujan-Montelongo, J. Armando RSC Adv Chemistry A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant applicability while bromo-lithium exchange and functionalization sequences, free radical reductions, and additions of the title compounds demonstrate their synthetic utility. The Royal Society of Chemistry 2018-07-10 /pmc/articles/PMC9092473/ /pubmed/35557855 http://dx.doi.org/10.1039/c8ra04002h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Silva-Cuevas, Carolina Paleo, Ehecatl León-Rayo, David F. Lujan-Montelongo, J. Armando An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title | An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title_full | An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title_fullStr | An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title_full_unstemmed | An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title_short | An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
title_sort | expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092473/ https://www.ncbi.nlm.nih.gov/pubmed/35557855 http://dx.doi.org/10.1039/c8ra04002h |
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