Rapid and Facile Synthesis of Isomaleimides: Dehydration of Maleamic Acids using Methanesulfonyl Chloride

被引:2
|
作者
Alam, Khyarul [1 ]
McFee, Elvis C. [1 ]
Croatt, Mitchell P. [1 ]
机构
[1] Univ N Carolina, Dept Chem & Biochem, 435 Sullivan Sci Bldg, Greensboro, NC 27402 USA
来源
SYNTHESIS-STUTTGART | 2022年 / 54卷 / 13期
基金
美国国家科学基金会;
关键词
maleamic add; isomaleimides; methanesulfonyl chloride; dehydration; flow process; IN-SITU; POLYISOIMIDES; ISOMERIZATION; CUAAC;
D O I
10.1055/s-0041-1737414
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3085 / 3092
页数:8
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