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3-羟基-2-苯基-1-苯并[I]异吲哚-1-酮的反应:合成 3-羟基-/3-苯胺基苯并[I]茚-1-酮和苯并[I]酞嗪-1(2)-酮的途径。

Reactions of 3-Hydroxy-2-phenyl-1-benzo[]isoindol-1-one: A Route to 3-Hydroxy-/3-anilinobenzo[]indan-1-ones and Benzo[]phthalazin-1(2)-ones.

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Lodz, Tamka 12, 91-403 Lodz, Poland.

Department of Bioanalytics, Medical University of Lublin, Jaczewskiego 8b, 20-090 Lublin, Poland.

出版信息

Molecules. 2022 Nov 29;27(23):8319. doi: 10.3390/molecules27238319.

DOI:10.3390/molecules27238319
PMID:36500412
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9737834/
Abstract

New hydroxy- and anilinoindanone derivatives and were synthesized starting from 3-hydroxybenzo[]isoindolinone via the addition of alkyllithium (-BuLi, -BuLi, MeLi or -PrLi) to the carbonyl group, followed by lactam ring opening and, finally, an intramolecular cyclization leading to target compounds. The same starting material was used for the preparation of the new benzo[]phthalazinone derivatives through multi-step reactions. The target derivative was obtained from the corresponding bromolactam by the Buchwald-Hartwig amination. Structures of the obtained compounds were confirmed by the NMR spectra.

摘要

新型羟基-和苯胺基茚满酮衍生物 和 是从 3-羟基苯并[]异吲哚啉酮出发,通过烷基锂(-BuLi、-BuLi、MeLi 或 -PrLi)加成到羰基上,然后进行内酰胺开环,最后进行分子内环化得到目标化合物而合成的。同样的起始材料也用于通过多步反应制备新的苯并[]酞嗪酮衍生物 。目标衍生物 是由相应的溴代内酰胺 通过 Buchwald-Hartwig 胺化反应得到的。通过 NMR 谱确认了所得化合物的结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/12971ca3f0f4/molecules-27-08319-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/1e31913ed679/molecules-27-08319-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/615aa0ef5285/molecules-27-08319-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/d8fb70599598/molecules-27-08319-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/03b8ff1fd1f7/molecules-27-08319-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/b83fb3ada301/molecules-27-08319-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/12971ca3f0f4/molecules-27-08319-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/1e31913ed679/molecules-27-08319-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/615aa0ef5285/molecules-27-08319-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/d8fb70599598/molecules-27-08319-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/03b8ff1fd1f7/molecules-27-08319-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/b83fb3ada301/molecules-27-08319-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/effe/9737834/12971ca3f0f4/molecules-27-08319-sch005.jpg

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本文引用的文献

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