Synthesis

Facile conversion of amino acids into 1-alkyl imidazole-2-thiones, and their oxidative desulfurization to imidazoles with benzoyl peroxide

DM Wolfe, PR Schreiner

Index: Wolfe, Derek M.; Schreiner, Peter R. Synthesis, 2007 , # 13 p. 2002 - 2008

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Citation Number: 5

Abstract

Abstract Glycine was acylated with isothiocyanates and condensed to 3-alkyl 2- thiohydantoins, which were reduced with a mixture of sodium borohydride and lithium chloride and dehydrated to 1-alkyl imidazole-2-thiones. These were oxidatively desulfurized to imidazoles with benzoyl peroxide. No chromatography was required for model compounds. The methods developed were used to elaborate tyrosine to 1, 4-di (p- ...

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