[Development and application of practical synthetic methods of imidazolines].
This review describes the first method to prepare imidazolines from aldehydes and 1,2-diamines by condensation and successive oxidation using NBS in one-pot operation. The reaction proceeds under mild conditions and can be applied to various aromatic and aliphatic aldehydes and 1,2-diamines. The utility of this method is also demonstrated in the total synthesis of spongotine A and the preparation of a newly designed organocatalyst, C3-symmetric trisimidazoline 7.
Murai
Kenichi
K
Graduate School of Pharmaceutical Sciences, Osaka University, Suita, Osaka, Japan. murai@phs.osaka-u.ac.jp
D000447:Aldehydes; D002384:Catalysis; D003959:Diamines; D048288:Imidazolines / Q000138:chemical synthesis*; D026121:Indole Alkaloids / Q000138:chemical synthesis; D007211:Indoles; D055601:Organic Chemistry Phenomena; D010084:Oxidation-Reduction
D000447:Aldehydes; D003959:Diamines; D048288:Imidazolines; D026121:Indole Alkaloids; D007211:Indoles; C525418:spongotine A; C092639:trisindoline