13306-60-0Relevant articles and documents
Trichloroacetylation of some cyclic enamines
Senoez, Huelya,Tunoglu, Nazan
, p. 444 - 447 (2003)
The pyrrolidine and morpholine enamines of cyclic ketones such as cyclohexanone and cyclopentanone were successfully diacetylated at α- and α′-positions with trichloroacetyl chloride using zinc catalyst. Morpholine enamines of the cyclic ketones gave acetylated morpholine in good yields besides the corresponding diacetylated cyclic enamines. When the same reactions were performed by using triethylamine without using zinc, monoacetylation products of the same enamines were synthesized.
Formation of N-Substituted Trichloroacetamides from Amines and Hexachloroacetone
Bew, Clive,Joshi, Virginia Otero de,Gray, Jim,Kaye, Perry T.,Meakins, G. Denis
, p. 945 - 948 (2007/10/02)
Procedures are described for converting primary amines into their well-crystalline trichloroacetyl-derivatives by treatment with hexachloroacetone under mild conditions.Although secondary aromatic N-methylamines are unaffected by hexachloroacetone, saturated heterocyclic amines react vigorously.A mechanistic study using 2-amino-4-t-butylthiazole showed that the reaction is first order in hexachloroacetone, second order in amine, and base-catalysed; there is no appreciable kinetic isotope (H/D) effect nor accumulation of intermediates during the reaction.A sequence which accommodates these results is suggested.
