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Reaction of arylhydrazines with an α-alkynyl-carbonylic compound: an unexpected hydration reaction

Tetrahedron Letters (Impact Factor: 2.39). 04/2008; 49(18):2942-2945. DOI: 10.1016/j.tetlet.2008.03.022

ABSTRACT The acid catalyzed reactions of three arylhydrazines with 4-phenyl-3-butynone in order to obtain the corresponding arylhydrazone were realized. The arylhydrazone reaction and an unexpected alkyne hydration reaction product were obtained when diphenylhydrazine was used. This product was identified by spectroscopic methods and X-ray diffractogram. A reaction mechanism is proposed for its formation.

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