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Influence of Guanidinium Salts and Other Ionic Liquids on the Three‐Component Aza‐ DielsAlder Reaction
Author(s) -
MertBalci Fadime,
Imrich HansGeorg,
Conrad Jürgen,
Beifuss Uwe
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200655
Subject(s) - chemistry , ionic liquid , dihydropyran , yield (engineering) , reactivity (psychology) , benzaldehyde , cyclopentadiene , aniline , organic chemistry , ionic bonding , ether , ion , catalysis , medicine , materials science , alternative medicine , pathology , metallurgy
Abstract The three‐component reaction of aniline, benzaldehyde, and dienophiles such as 2,3‐dihydrofuran, ethyl vinyl ether, 2,3‐dihydropyran, and cyclopentadiene can be promoted by ionic liquids like imidazolium salts and guanidinium salts under thermal as well as microwave conditions. The chemical yield as well as the diastereoselectivity of the Povarov reaction strongly depend on the ionic liquid employed. The guanidinium salts can be recycled and reused several times without loss of reactivity.