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Synthesis 1997; 1997(2): 229-232
DOI: 10.1055/s-1997-1159
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A General and Simple Synthesis of α-Halo Amides via α,α-Dicyano Epoxides

Marie-Gabrielle Le Pironnec, Jean-Luc Guinamant, Albert Robert, Michèle Baudy-Floc'h*
  • *Groupe de Chimie Structurale, URA CNRS 704, Université de Rennes I, Campus de Beaulieu F-35042 Rennes Cédex, France, Fax +33(2)99286738; E-mail Michele.Baudy-Floch@univ-rennees1.fr
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Publikationsdatum:
31. Dezember 2000 (online)

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A one-pot reaction of α,α-dicyano epoxides with amine hydrohalides provides an attractive and general route to α-halo amides. A wide variety of amines (primary alkyl, aryl, amino esters, amino amides) and epoxides (monosubstituted alkyl, aryl; disubstituted alkylaryl) can be used, and α-halo amides are generally formed in good to moderate yields.

epoxides - amines - ammonium salt - amides - aminoesters - α-haloamides - precursors of peptides and analogs - heterogeneous medium