Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines

[Image: see text] The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode...

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Autores principales: Anderson, Erin D., Duerfeldt, Adam S., Zhu, Kaicheng, Glinkerman, Christopher M., Boger, Dale L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4184932/
https://www.ncbi.nlm.nih.gov/pubmed/25222918
http://dx.doi.org/10.1021/ol502436n
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author Anderson, Erin D.
Duerfeldt, Adam S.
Zhu, Kaicheng
Glinkerman, Christopher M.
Boger, Dale L.
author_facet Anderson, Erin D.
Duerfeldt, Adam S.
Zhu, Kaicheng
Glinkerman, Christopher M.
Boger, Dale L.
author_sort Anderson, Erin D.
collection PubMed
description [Image: see text] The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode (C4/N1 vs C5/N2), and regioselectivity of the cycloaddition reactions of 1,2,3-triazines with amidines, enamines, and ynamines, providing access to highly functionalized heterocycles.
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spelling pubmed-41849322015-09-15 Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines Anderson, Erin D. Duerfeldt, Adam S. Zhu, Kaicheng Glinkerman, Christopher M. Boger, Dale L. Org Lett [Image: see text] The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode (C4/N1 vs C5/N2), and regioselectivity of the cycloaddition reactions of 1,2,3-triazines with amidines, enamines, and ynamines, providing access to highly functionalized heterocycles. American Chemical Society 2014-09-15 2014-10-03 /pmc/articles/PMC4184932/ /pubmed/25222918 http://dx.doi.org/10.1021/ol502436n Text en Copyright © 2014 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 Anderson, Erin D.
Duerfeldt, Adam S.
Zhu, Kaicheng
Glinkerman, Christopher M.
Boger, Dale L.
Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title_full Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title_fullStr Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title_full_unstemmed Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title_short Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines
title_sort cycloadditions of noncomplementary substituted 1,2,3-triazines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4184932/
https://www.ncbi.nlm.nih.gov/pubmed/25222918
http://dx.doi.org/10.1021/ol502436n
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