37902-58-2Relevant articles and documents
Cyclodextrin effect on intramolecular catalysis
Granados,Andres,De Rossi, R. Hoyos
, p. 405 - 406 (2000)
HPCD inhibits the hydrolysis reaction of monoamides and monoesters of phthalic and maleic acid at pH 2. The magnitude of inhibition depends on the leaving group. For some of the substrates, the reaction in the cavity is more than 100 times slower than that in solution.
Four-Component Reaction for the Synthesis of Indolizines by Copper-Catalyzed Aerobic Oxidative Dehydrogenative Aromatization
Xu, Juanfang,Hu, Huayou,Liu, Yun,Wang, Xiang,Kan, Yuhe,Wang, Chao
, p. 257 - 261 (2017)
A one-pot, four-component reaction was developed for the synthesis of indolizines from pyridines, α-halide carbonyl compounds, primary amines, and maleic anhydride. The key step in this reaction involved the copper-catalyzed aerobic oxidative aromatization of a tetrahydrogen–indolizine intermediate. Oxygen gas was employed as a clean oxidant to facilitate the catalytic process. Notably, this transformation used readily available starting materials, exhibited broad substrate scope, was easy to handle, and required mild reaction conditions.
Photoinduced Decarboxylative Amino-Fluoroalkylation of Maleic Anhydride
Sun, Youwen,Zhang, Guozhu
, p. 419 - 422 (2019/12/24)
A photoinduced decarboxylative three-component coupling reaction involving amine, maleic anhydride, and fluorinated alkyl iodides has been developed, leading to synthetically valuable fluoroalkyl-containing acrylamides with a high E selectivity. A broad array of substrates including monoprotected amino acid are capable coupling partners. Preliminary mechanistic studies suggest a stepwise process. This reaction represents the first example of photoinduced decarboxylative difunctionalization of maleic anhydride.
The base-catalysed Tamura cycloaddition reaction: Calculation, mechanism, isolation of intermediates and asymmetric catalysis
Lockett-Walters, Bruce,Trujillo, Cristina,Twamley, Brendan,Connon, Stephen
supporting information, p. 11283 - 11286 (2019/09/30)
A combined experimental and computational investigation has revealed that the base-catalysed Tamura cycloaddition between homophthalic anhydride and activated alkenes/alkynes-a reaction previously thought of as a Diels-Alder type process-proceeds via a stepwise mechanism involving conjugate addition and ring closure; which allowed the first catalytic asymmetric α-substitution reactions to be demonstrated with up to >99% ee.
