1,2,3-Benzotriazine Synthesis by Heterocyclization of p-Tosylmethyl Isocyanide Derivatives

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Authors
Maqueda Zelaya, FranciscoUniversity of Alcalá Author; Aceña Bonilla, José LuisUniversity of Alcalá Author; Merino Marcos, EstíbalizUniversity of Alcalá Author; Vaquero López, Juan JoséUniversity of Alcalá Author; Sucunza Sáenz, DavidUniversity of Alcalá Author
Identifiers
Permanent link (URI): http://hdl.handle.net/10017/62891
DOI: 10.1021/acs.joc.3c01675
ISSN: 00223263
Date
2023-09-18
Academic Departments
Universidad de Alcalá. Departamento de Química Orgánica y Química Inorgánica
Funders
Ministerio de Ciencia, Innovación y Universidades
Instituto de Salud Carlos III
Comunidad de Madrid
Universidad de Alcalá
Bibliographic citation
Journal of Organic Chemistry, 2023, v. 88, n. 19, p. 14135-14139
Project
info:eu-repo/grantAgreement/MICINN//PID2020-115128RB-I00/ES/
info:eu-repo/grantAgreement/ISCIII// RD21%2F0005/0005/ES/
info:eu-repo/grantAgreement/CAM//P2022%2FBMD-7221/ES/
info:eu-repo/grantAgreement/UAH//2018-T1%2FIND-10054/ES/
info:eu-repo/grantAgreement/UAH//2022-5A%2FIND-24227/ES/
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Rights
© The authors
Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Access rights
info:eu-repo/semantics/openAccess
Abstract
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.

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