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Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient, Rapid, and Scalable Synthesis of N-Aryl Amines
[Image: see text] A rapid, transition metal-free, high-yielding, tetrabutylammonium bromide-promoted method of N-arylation is reported within. The optimized conditions tolerated a wide range of secondary amines and was equally effective with bromo- and chlorobenzene-including substituted aryl halide...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6166220/ https://www.ncbi.nlm.nih.gov/pubmed/30288459 http://dx.doi.org/10.1021/acsomega.8b01426 |
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author | Johnson, Chad R. Ansari, Mohd Imran Coop, Andrew |
author_facet | Johnson, Chad R. Ansari, Mohd Imran Coop, Andrew |
author_sort | Johnson, Chad R. |
collection | PubMed |
description | [Image: see text] A rapid, transition metal-free, high-yielding, tetrabutylammonium bromide-promoted method of N-arylation is reported within. The optimized conditions tolerated a wide range of secondary amines and was equally effective with bromo- and chlorobenzene-including substituted aryl halides. The developed method is found to be effective for N-arylation when compared to earlier methods which involve harsh conditions, transition metals, lack of scalability, and long reaction times. Our method utilizes conventional heating only; it is readily scalable; and the products are facile to purify. |
format | Online Article Text |
id | pubmed-6166220 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-61662202018-10-02 Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient, Rapid, and Scalable Synthesis of N-Aryl Amines Johnson, Chad R. Ansari, Mohd Imran Coop, Andrew ACS Omega [Image: see text] A rapid, transition metal-free, high-yielding, tetrabutylammonium bromide-promoted method of N-arylation is reported within. The optimized conditions tolerated a wide range of secondary amines and was equally effective with bromo- and chlorobenzene-including substituted aryl halides. The developed method is found to be effective for N-arylation when compared to earlier methods which involve harsh conditions, transition metals, lack of scalability, and long reaction times. Our method utilizes conventional heating only; it is readily scalable; and the products are facile to purify. American Chemical Society 2018-09-10 /pmc/articles/PMC6166220/ /pubmed/30288459 http://dx.doi.org/10.1021/acsomega.8b01426 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Johnson, Chad R. Ansari, Mohd Imran Coop, Andrew Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient, Rapid, and Scalable Synthesis of N-Aryl Amines |
title | Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient,
Rapid, and Scalable Synthesis of N-Aryl Amines |
title_full | Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient,
Rapid, and Scalable Synthesis of N-Aryl Amines |
title_fullStr | Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient,
Rapid, and Scalable Synthesis of N-Aryl Amines |
title_full_unstemmed | Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient,
Rapid, and Scalable Synthesis of N-Aryl Amines |
title_short | Tetrabutylammonium Bromide-Promoted Metal-Free, Efficient,
Rapid, and Scalable Synthesis of N-Aryl Amines |
title_sort | tetrabutylammonium bromide-promoted metal-free, efficient,
rapid, and scalable synthesis of n-aryl amines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6166220/ https://www.ncbi.nlm.nih.gov/pubmed/30288459 http://dx.doi.org/10.1021/acsomega.8b01426 |
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