Synthesis of cinchonidinium salts containing sulfonamide functionalities and their catalytic activity in asymmetric alkylation reactions

Itsuno, Shinichi; Yamamoto, S.; Takata, Shohei

doi:10.1016/j.tetlet.2014.09.052

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2024

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Cited by 4 publications

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“…In terms of catalysis, the scope of application of IOSs is diverse, due to the wide variety of these solids. They can be found in many organocatalytic processes, being of particular importance as photocatalysts [ 14 , 15 ], or asymmetric phase-transfer catalysts [ 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Ionic Organic Solid 1,3-Bis(sulfomethyl)imidazoliumate as an Effective Metal-Free Catalyst for Sustainable Organic Syntheses

2023

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The 1,3-bis(sulfomethyl)imidazole (bsmim) was effectively prepared by a multicomponent reaction, employing aminomethanesulfonic acid, glyoxal, and formaldehyde. The catalytic activity of bsmim was tested in the synthesis of quinoline derivatives, by means of the Friedländer reaction, and in the allylic substitution of alcohols with nitrogen-containing heterocycles. The performance of sulfo-imidazole derivative (bsmim) resulted in higher comparison with the carboxyimidazole analogs (bcmim and bcmimCl), under the same reaction conditions. This type of ionic organic solid allows the promotion of reactions in the absence of solvent and mild reaction conditions, which improves the sustainability of organic synthetic processes.

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