Synthese und eigenschaften von carbimidoylfluoriden

Böhme, Horst; Drechsler, Hans-Joachim

doi:10.1016/s0040-4039(01)94565-4

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Cited by 7 publications

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“…Formation of the imidoyl chlorides could be monitored by the disappearance of the NH signal in the 1 H NMR and by the appearance of the diagnostic signal at ca. 140 ppm due to the imidoyl carbon . The imidoyl chlorides were isolated by evaporation of the reaction mixtures and were used without purification.…”

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confidence: 99%

A Novel General Route for the Preparation of Enantiopure Imidazolines

et al. 2002

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A novel procedure for the preparation of enantiopure 1,4-disubstituted 2-imidazolines is reported. Enantiopure beta-amino alcohols are converted into N-hydroxyethylamides, which are reacted with excess thionyl chloride, or with thionyl chloride followed by phosphorus pentachloride to yield N-chloroethylimidoyl chlorides. These intermediates are treated with amines and anilines to produce N-chloroethylamidines, which are converted into imidazolines upon workup with aqueous hydroxide. The method is simple and efficient and has been used to prepare a wide variety of enantiopure imidazolines, in a modular fashion, from readily available amino alcohols.

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confidence: 99%