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Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes

[Image: see text] The azaborine motif provides a mimic of aromatic systems through replacement of a C=C bond with a B–N bond. In particular, 2,1-borazaronaphthalenes, accessible through robust methods of synthesis and subsequent functionalization, afford an ideal platform to use for a variety of app...

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Autores principales: Davies, Geraint H. M., Zhou, Zhao-Zhao, Jouffroy, Matthieu, Molander, Gary A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5224235/
https://www.ncbi.nlm.nih.gov/pubmed/27966969
http://dx.doi.org/10.1021/acs.joc.6b02574
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author Davies, Geraint H. M.
Zhou, Zhao-Zhao
Jouffroy, Matthieu
Molander, Gary A.
author_facet Davies, Geraint H. M.
Zhou, Zhao-Zhao
Jouffroy, Matthieu
Molander, Gary A.
author_sort Davies, Geraint H. M.
collection PubMed
description [Image: see text] The azaborine motif provides a mimic of aromatic systems through replacement of a C=C bond with a B–N bond. In particular, 2,1-borazaronaphthalenes, accessible through robust methods of synthesis and subsequent functionalization, afford an ideal platform to use for a variety of applications. However, the scope of substructures for this archetype has been limited by the lack of nitrogen-containing heteroaryls that can be incorporated within them. In this study, modified reaction conditions were developed to provide access to a wider range of substructures.
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spelling pubmed-52242352017-12-14 Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes Davies, Geraint H. M. Zhou, Zhao-Zhao Jouffroy, Matthieu Molander, Gary A. J Org Chem [Image: see text] The azaborine motif provides a mimic of aromatic systems through replacement of a C=C bond with a B–N bond. In particular, 2,1-borazaronaphthalenes, accessible through robust methods of synthesis and subsequent functionalization, afford an ideal platform to use for a variety of applications. However, the scope of substructures for this archetype has been limited by the lack of nitrogen-containing heteroaryls that can be incorporated within them. In this study, modified reaction conditions were developed to provide access to a wider range of substructures. American Chemical Society 2016-12-14 2017-01-06 /pmc/articles/PMC5224235/ /pubmed/27966969 http://dx.doi.org/10.1021/acs.joc.6b02574 Text en Copyright © 2016 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 Davies, Geraint H. M.
Zhou, Zhao-Zhao
Jouffroy, Matthieu
Molander, Gary A.
Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title_full Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title_fullStr Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title_full_unstemmed Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title_short Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
title_sort method for accessing nitrogen-containing, b-heteroaryl-substituted 2,1-borazaronaphthalenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5224235/
https://www.ncbi.nlm.nih.gov/pubmed/27966969
http://dx.doi.org/10.1021/acs.joc.6b02574
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