3338-03-2Relevant articles and documents
Enamines and iminium salts from amino-acids
McHintosh, John M.,Pillon, Lilianna Z.,Acquaah, Samuel O.,Green, James R.,White, Graham S.
, p. 2016 - 2021 (2007/10/02)
Distillation of ω-carboxyalkyl lactams from soda-lime leads to the formation of bicyclic enamines or imines with concomitant loss of carbon dioxide and water.Monoamides of dicarboxylic acids afford cyclic ketones.A mechanistic rationale is presented and it is concluded that the reaction is a variant of the classical Ruzicka cyclization of dicarboxylic acids.The method allows the regiospecific formation of iminium salts of bicyclic nitrogen heterocycles.