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Synthesis 2022; 54(13): 3085-3092
DOI: 10.1055/s-0041-1737414
DOI: 10.1055/s-0041-1737414
paper
Rapid and Facile Synthesis of Isomaleimides: Dehydration of Maleamic Acids using Methanesulfonyl Chloride
This research was supported by the National Science Foundation (CAREER CHE-1351883) and the College of Arts & Sciences at the University of North Carolina at Greensboro.
Abstract
The dehydration of maleamic acids using methanesulfonyl chloride as a dehydrating agent to selectively and rapidly (<15 min) generate isomaleimides is reported. A variety of maleamic acid derivatives produce the corresponding isomaleimides in good to excellent yields. Adaptation of this protocol under flow synthesis allows for similar efficiency and decreased reaction times (13 seconds residence time). It was also possible to convert maleic anhydride into the desired isomaleimide in a two-step, one-flask operation.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1737414.
- Supporting Information
Publication History
Received: 27 January 2022
Accepted after revision: 28 February 2022
Article published online:
07 April 2022
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