61294-16-4Relevant articles and documents
Addition of secondary amines to maleamic esters and maleimides
Bergman, Jan,Brimert, Thomas
, p. 48 - 56 (2007/10/03)
Contrary to some literature claims, secondary amines such as piperidine or their acetates do not promote the cyclization of maleanilic esters with activated orthoalkyl groups to form 2-quinolones, but instead they add to the maleic double bond, to produce 3-aminosuccinimides or 3-aminosuccinamic esters, depending on the conditions used. This and similar reactions were studied and also an alternative synthesis of 7-nitro-3-(2-oxo-2-piperidin-1-ylethyl)-3,4-dihydroquinolin-2(1H)-one was achieved utilizing the Schmidt reaction as the key step. Copyright Acta Chemica Scandinavica 1999.