New Functionalized Phenoxazines and Phenothiazines

[Image: see text] The reaction of either 2-aminophenol or 2-(N-methylamino)phenol with 1,2-difluoro-4,5-dinitrobenzene and sodium carbonate in EtOH gives 2,3-dinitrophenoxazines. One nitro group, conjugated to the aryl ether, was displaced from 2,3-dinitro-10-methylphenoxazine with different nucleop...

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Autores principales: Plater, M. John, Harrison, William T. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10666145/
https://www.ncbi.nlm.nih.gov/pubmed/38027375
http://dx.doi.org/10.1021/acsomega.3c06461
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author Plater, M. John
Harrison, William T. A.
author_facet Plater, M. John
Harrison, William T. A.
author_sort Plater, M. John
collection PubMed
description [Image: see text] The reaction of either 2-aminophenol or 2-(N-methylamino)phenol with 1,2-difluoro-4,5-dinitrobenzene and sodium carbonate in EtOH gives 2,3-dinitrophenoxazines. One nitro group, conjugated to the aryl ether, was displaced from 2,3-dinitro-10-methylphenoxazine with different nucleophiles: BuNH(2), KOEt, and KOH. The reaction of 2-aminothiophenol with 1,2-difluoro-4,5-dinitrobenzene under the same conditions gives 2,3-dinitrophenothiazine. This reacted with BuNH(2) forming 2-butylamino-3-nitrophenothiazine. The dihedral angles of the different compounds are compared.
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spelling pubmed-106661452023-11-09 New Functionalized Phenoxazines and Phenothiazines Plater, M. John Harrison, William T. A. ACS Omega [Image: see text] The reaction of either 2-aminophenol or 2-(N-methylamino)phenol with 1,2-difluoro-4,5-dinitrobenzene and sodium carbonate in EtOH gives 2,3-dinitrophenoxazines. One nitro group, conjugated to the aryl ether, was displaced from 2,3-dinitro-10-methylphenoxazine with different nucleophiles: BuNH(2), KOEt, and KOH. The reaction of 2-aminothiophenol with 1,2-difluoro-4,5-dinitrobenzene under the same conditions gives 2,3-dinitrophenothiazine. This reacted with BuNH(2) forming 2-butylamino-3-nitrophenothiazine. The dihedral angles of the different compounds are compared. American Chemical Society 2023-11-09 /pmc/articles/PMC10666145/ /pubmed/38027375 http://dx.doi.org/10.1021/acsomega.3c06461 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 Plater, M. John
Harrison, William T. A.
New Functionalized Phenoxazines and Phenothiazines
title New Functionalized Phenoxazines and Phenothiazines
title_full New Functionalized Phenoxazines and Phenothiazines
title_fullStr New Functionalized Phenoxazines and Phenothiazines
title_full_unstemmed New Functionalized Phenoxazines and Phenothiazines
title_short New Functionalized Phenoxazines and Phenothiazines
title_sort new functionalized phenoxazines and phenothiazines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10666145/
https://www.ncbi.nlm.nih.gov/pubmed/38027375
http://dx.doi.org/10.1021/acsomega.3c06461
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