Journal
TETRAHEDRON LETTERS
Volume 74, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2021.153100
Keywords
1,4-Addition; 1,3,5-Trimethoxybenzene; Maleimides; Succinimides; Acrylates
Categories
Funding
- Nagoya University [1900000149, 199030110]
- MEXT (SGU) Scholarship
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Through investigating Bronsted acids as catalysts, trifluoromethanesulfonic acid was found to exhibit high catalytic activity in low-polar solvents for the 1,4-addition reactions, enabling the synthesis of succinimides. Furthermore, a catalytic amount of trifluoromethanesulfonic acid in toluene could also realize the 1,4-addition reactions of 1,3,5-trimethoxybenzene to acrylates.
Several Bronsted acids were investigated as catalysts for 1,4-additions of 1,3,5-trimethoxybenzene to maleimides. Among the acids tested, trifluoromethanesulfonic acid in low polar solvents such as toluene and 1,2-dichloroethane was found to show high reactivity, enabling preparation of 3-2,4,6-trimethoxyphenyl)succinimides. 1,4-Additions of 1,3,5-trimethoxybenzene to acrylates were also realized by a catalytic amount of trifluoromethanesulfonic acid in toluene. (C) 2021 Elsevier Ltd. All rights reserved.
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