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Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds

[Image: see text] The efficacy, safety, and scale-up of several chemical rearrangements remain unsolved problems due to the associated handling of hazardous, toxic, and pollutant chemicals and high-risk intermediates. For many years batch processes have been considered the only possibility to drive...

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Autores principales: Alfano, Antonella Ilenia, Pelliccia, Sveva, Rossino, Giacomo, Chianese, Orazio, Summa, Vincenzo, Collina, Simona, Brindisi, Margherita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10009796/
https://www.ncbi.nlm.nih.gov/pubmed/36923914
http://dx.doi.org/10.1021/acsmedchemlett.3c00010
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author Alfano, Antonella Ilenia
Pelliccia, Sveva
Rossino, Giacomo
Chianese, Orazio
Summa, Vincenzo
Collina, Simona
Brindisi, Margherita
author_facet Alfano, Antonella Ilenia
Pelliccia, Sveva
Rossino, Giacomo
Chianese, Orazio
Summa, Vincenzo
Collina, Simona
Brindisi, Margherita
author_sort Alfano, Antonella Ilenia
collection PubMed
description [Image: see text] The efficacy, safety, and scale-up of several chemical rearrangements remain unsolved problems due to the associated handling of hazardous, toxic, and pollutant chemicals and high-risk intermediates. For many years batch processes have been considered the only possibility to drive these reactions, but continuous-flow technology has emerged, for both academic laboratories and pharmaceutical companies, as a powerful tool for easy, controlled, and safer chemistry protocols, helping to minimize the formation of side products and increase reaction yields. This Technology Note summarizes recently reported chemical rearrangements using continuous-flow approaches, with a focus on Curtius, Hofmann, and Schmidt reactions. Flow protocols, general advantages and safety aspects, and reaction scope for the generation of both privileged scaffolds and active pharmaceutical ingredients will be showcased.
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spelling pubmed-100097962023-03-14 Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds Alfano, Antonella Ilenia Pelliccia, Sveva Rossino, Giacomo Chianese, Orazio Summa, Vincenzo Collina, Simona Brindisi, Margherita ACS Med Chem Lett [Image: see text] The efficacy, safety, and scale-up of several chemical rearrangements remain unsolved problems due to the associated handling of hazardous, toxic, and pollutant chemicals and high-risk intermediates. For many years batch processes have been considered the only possibility to drive these reactions, but continuous-flow technology has emerged, for both academic laboratories and pharmaceutical companies, as a powerful tool for easy, controlled, and safer chemistry protocols, helping to minimize the formation of side products and increase reaction yields. This Technology Note summarizes recently reported chemical rearrangements using continuous-flow approaches, with a focus on Curtius, Hofmann, and Schmidt reactions. Flow protocols, general advantages and safety aspects, and reaction scope for the generation of both privileged scaffolds and active pharmaceutical ingredients will be showcased. American Chemical Society 2023-02-03 /pmc/articles/PMC10009796/ /pubmed/36923914 http://dx.doi.org/10.1021/acsmedchemlett.3c00010 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Alfano, Antonella Ilenia
Pelliccia, Sveva
Rossino, Giacomo
Chianese, Orazio
Summa, Vincenzo
Collina, Simona
Brindisi, Margherita
Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title_full Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title_fullStr Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title_full_unstemmed Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title_short Continuous-Flow Technology for Chemical Rearrangements: A Powerful Tool to Generate Pharmaceutically Relevant Compounds
title_sort continuous-flow technology for chemical rearrangements: a powerful tool to generate pharmaceutically relevant compounds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10009796/
https://www.ncbi.nlm.nih.gov/pubmed/36923914
http://dx.doi.org/10.1021/acsmedchemlett.3c00010
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