Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives

A simple synthetic route affording 27%–85% yields of benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring systems from readily available 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline starting materials in toluene and catalysed by p-toluene-sulfonic acid is developed...

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Autores principales: Bassin, Jatinder P., Anagani, Bhavani, Benham, Christopher, Goyal, Madhu, Hashemian, Maryam, Gerhard, Ute
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274267/
https://www.ncbi.nlm.nih.gov/pubmed/27455232
http://dx.doi.org/10.3390/molecules21080967
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author Bassin, Jatinder P.
Anagani, Bhavani
Benham, Christopher
Goyal, Madhu
Hashemian, Maryam
Gerhard, Ute
author_facet Bassin, Jatinder P.
Anagani, Bhavani
Benham, Christopher
Goyal, Madhu
Hashemian, Maryam
Gerhard, Ute
author_sort Bassin, Jatinder P.
collection PubMed
description A simple synthetic route affording 27%–85% yields of benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring systems from readily available 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline starting materials in toluene and catalysed by p-toluene-sulfonic acid is developed. The (1)H- and (13)C-NMR spectra of the final products were assigned using a variety of one and two-dimensional NMR experiments. The distinction between the two potential isomers of the final products was made on the basis of heteronuclear multiple bond connectivity (HMBC) NMR spectra.
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spelling pubmed-62742672018-12-28 Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives Bassin, Jatinder P. Anagani, Bhavani Benham, Christopher Goyal, Madhu Hashemian, Maryam Gerhard, Ute Molecules Article A simple synthetic route affording 27%–85% yields of benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring systems from readily available 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline starting materials in toluene and catalysed by p-toluene-sulfonic acid is developed. The (1)H- and (13)C-NMR spectra of the final products were assigned using a variety of one and two-dimensional NMR experiments. The distinction between the two potential isomers of the final products was made on the basis of heteronuclear multiple bond connectivity (HMBC) NMR spectra. MDPI 2016-07-23 /pmc/articles/PMC6274267/ /pubmed/27455232 http://dx.doi.org/10.3390/molecules21080967 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bassin, Jatinder P.
Anagani, Bhavani
Benham, Christopher
Goyal, Madhu
Hashemian, Maryam
Gerhard, Ute
Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title_full Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title_fullStr Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title_full_unstemmed Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title_short Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives
title_sort synthesis and spectral characterization of benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14h)-one derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274267/
https://www.ncbi.nlm.nih.gov/pubmed/27455232
http://dx.doi.org/10.3390/molecules21080967
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