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苯并-[6,7][1,5]二氮杂环辛并[2,1-a]异吲哚-12-(14H)-酮衍生物的合成与光谱表征

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

作者信息

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

机构信息

School of Life and Medical Sciences, University of Hertfordshire, Hatfield AL10 9AB, UK.

出版信息

Molecules. 2016 Jul 23;21(8):967. doi: 10.3390/molecules21080967.

DOI:10.3390/molecules21080967
PMID:27455232
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6274267/
Abstract

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 ¹H- 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.

摘要

开发了一种简单的合成路线,以甲苯为溶剂,对甲苯磺酸为催化剂,由易得的3-(2-氧代-2-苯乙基)异苯并呋喃-1(3H)-酮和2-(氨基甲基)苯胺为起始原料,可得到产率为27%-85%的苯并[6,7][1,5]二氮杂环辛并[2,1-a]异吲哚-12(14H)-酮环系。使用多种一维和二维核磁共振实验对最终产物的¹H-和(13)C-NMR光谱进行了归属。基于异核多键连接(HMBC)NMR光谱对最终产物的两种潜在异构体进行了区分。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/10e1359866e1/molecules-21-00967-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/f9ec9930c8dc/molecules-21-00967-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/29db10ba45a6/molecules-21-00967-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/6a47d8f23b73/molecules-21-00967-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/10e1359866e1/molecules-21-00967-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/f9ec9930c8dc/molecules-21-00967-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/29db10ba45a6/molecules-21-00967-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/6a47d8f23b73/molecules-21-00967-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2936/6274267/10e1359866e1/molecules-21-00967-g003.jpg

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