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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...

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Autores principales: Johnson, Chad R., Ansari, Mohd Imran, Coop, Andrew
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
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.
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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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