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1,2,3-Benzotriazine Synthesis by Heterocyclization of p-Tosylmethyl Isocyanide Derivatives
[Image: see text] An efficient methodology to form 4-alkoxy- and 4-aryloxybenzo[d][1,2,3]triazines via an intramolecular heterocyclization of 1-azido-2-[isocyano(p-tosyl)methyl]benzenes under basic conditions has been developed. DFT calculations have been performed to further understand the mechanis...
| Autores principales: | , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2023
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10563127/ https://www.ncbi.nlm.nih.gov/pubmed/37721789 http://dx.doi.org/10.1021/acs.joc.3c01675 |
| _version_ | 1785118273307672576 |
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| author | Maqueda-Zelaya, Francisco Aceña, José Luis Merino, Estíbaliz Vaquero, Juan J. Sucunza, David |
| author_facet | Maqueda-Zelaya, Francisco Aceña, José Luis Merino, Estíbaliz Vaquero, Juan J. Sucunza, David |
| author_sort | Maqueda-Zelaya, Francisco |
| collection | PubMed |
| description | [Image: see text] An efficient methodology to form 4-alkoxy- and 4-aryloxybenzo[d][1,2,3]triazines via an intramolecular heterocyclization of 1-azido-2-[isocyano(p-tosyl)methyl]benzenes under basic conditions has been developed. DFT calculations have been performed to further understand the mechanism of this heterocyclization, which occurs in good to excellent yields with a broad scope. |
| format | Online Article Text |
| id | pubmed-10563127 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2023 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-105631272023-10-11 1,2,3-Benzotriazine Synthesis by Heterocyclization of p-Tosylmethyl Isocyanide Derivatives Maqueda-Zelaya, Francisco Aceña, José Luis Merino, Estíbaliz Vaquero, Juan J. Sucunza, David J Org Chem [Image: see text] An efficient methodology to form 4-alkoxy- and 4-aryloxybenzo[d][1,2,3]triazines via an intramolecular heterocyclization of 1-azido-2-[isocyano(p-tosyl)methyl]benzenes under basic conditions has been developed. DFT calculations have been performed to further understand the mechanism of this heterocyclization, which occurs in good to excellent yields with a broad scope. American Chemical Society 2023-09-18 /pmc/articles/PMC10563127/ /pubmed/37721789 http://dx.doi.org/10.1021/acs.joc.3c01675 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 | Maqueda-Zelaya, Francisco Aceña, José Luis Merino, Estíbaliz Vaquero, Juan J. Sucunza, David 1,2,3-Benzotriazine Synthesis by Heterocyclization of p-Tosylmethyl Isocyanide Derivatives |
| title | 1,2,3-Benzotriazine
Synthesis by Heterocyclization
of p-Tosylmethyl Isocyanide Derivatives |
| title_full | 1,2,3-Benzotriazine
Synthesis by Heterocyclization
of p-Tosylmethyl Isocyanide Derivatives |
| title_fullStr | 1,2,3-Benzotriazine
Synthesis by Heterocyclization
of p-Tosylmethyl Isocyanide Derivatives |
| title_full_unstemmed | 1,2,3-Benzotriazine
Synthesis by Heterocyclization
of p-Tosylmethyl Isocyanide Derivatives |
| title_short | 1,2,3-Benzotriazine
Synthesis by Heterocyclization
of p-Tosylmethyl Isocyanide Derivatives |
| title_sort | 1,2,3-benzotriazine
synthesis by heterocyclization
of p-tosylmethyl isocyanide derivatives |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10563127/ https://www.ncbi.nlm.nih.gov/pubmed/37721789 http://dx.doi.org/10.1021/acs.joc.3c01675 |
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