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

Jatinder Bassin; Bhavani Anagani; Christopher Benham; Madhu Goyal; Maryam  Hashemian; Ute Gerhard

doi:10.3390/molecules21080967

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

Jatinder Bassin, Bhavani Anagani, Christopher Benham, Madhu Goyal, Maryam Hashemian , Ute Gerhard

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

147 Downloads (Pure)

Abstract

A simple synthetic route to benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring system is developed from readily available starting materials 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline catalysed by para-toluenesulfonic acid in toluene in 27-85% yields. The 1H- and 13C-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 NMR spectra (HMBC).

Original language	English
Pages (from-to)	967-979
Number of pages	13
Journal	Molecules
Volume	21
Issue number	8
DOIs	https://doi.org/10.3390/molecules21080967
Publication status	Published - 23 Jul 2016

Access to Document

10.3390/molecules21080967Licence: CC BY

molecules-140554-final
We thank MDPI for publishing this paper in their Molecules journal
Final published version, 300 KBLicence: CC BY

Cite this

@article{14be1aaed0974bb891e3379ea855fb05,

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

abstract = "A simple synthetic route to benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring system is developed from readily available starting materials 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline catalysed by para-toluenesulfonic acid in toluene in 27-85% yields. The 1H- and 13C-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 NMR spectra (HMBC). ",

author = "Jatinder Bassin and Bhavani Anagani and Christopher Benham and Madhu Goyal and Maryam Hashemian and Ute Gerhard",

note = "{\textcopyright} 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/).",

year = "2016",

month = jul,

day = "23",

doi = "10.3390/molecules21080967",

language = "English",

volume = "21",

pages = "967--979",

journal = "Molecules",

publisher = "MDPI Multidisciplinary Digital Publishing Institute",

number = "8",

}

TY - JOUR

T1 - Synthesis and Spectral Characterization of Benzo[6,7] [1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives

AU - Bassin, Jatinder

AU - Anagani, Bhavani

AU - Benham, Christopher

AU - Goyal, Madhu

AU - Hashemian , Maryam

AU - Gerhard, Ute

N1 - © 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/).

PY - 2016/7/23

Y1 - 2016/7/23

N2 - A simple synthetic route to benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring system is developed from readily available starting materials 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline catalysed by para-toluenesulfonic acid in toluene in 27-85% yields. The 1H- and 13C-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 NMR spectra (HMBC).

AB - A simple synthetic route to benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring system is developed from readily available starting materials 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline catalysed by para-toluenesulfonic acid in toluene in 27-85% yields. The 1H- and 13C-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 NMR spectra (HMBC).

U2 - 10.3390/molecules21080967

DO - 10.3390/molecules21080967

M3 - Article

VL - 21

SP - 967

EP - 979

JO - Molecules

JF - Molecules

IS - 8

ER -

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

Abstract

Access to Document

Fingerprint

Cite this