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DOI: 10.1055/a-2148-9433
Synthesis of Novel Phosphorus-Substituted Stable Isoindoles by a Three-Component Coupling Reaction of ortho-Phthalaldehyde, 9,10-Dihydro-9-oxa-10-phosphaphenanthrene 10-Oxide, and Primary Amines
This work was supported by Japan Society for the Promotion of Science (JSPS KAKENHI; Grant Number JP21K10256).
Abstract
A three-component coupling reaction of ortho-phthalaldehyde, 9,10-dihydro-9-oxa-10-phosphaphenanthrene 10-oxide, and various primary amines readily afforded novel phosphorus-substituted stable isoindoles in good to excellent yields. The importance of the reversible ring-opening of 9,10-dihydro-9-oxa-10-phosphaphenanthrene 10-oxide by methanolysis in the three-component coupling reaction became apparent.
Key words
OPA method - isoindoles - ortho-phthalaldehyde - 9,10-dihydro-9-oxa-10-phosphaphenanthrene 10-oxide - primary amines - isoindolin-1-ones - ring-opening - methanolysisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2148-9433.
- Supporting Information
Publication History
Received: 14 July 2023
Accepted after revision: 03 August 2023
Accepted Manuscript online:
04 August 2023
Article published online:
28 August 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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