Abstract
Salicylaldehyde with different substitutions as the aldehyde component in the Groebke-Blackburn-Bienayme-3-component reaction (GBB-3CR) was investigated in the absence of the any catalyst. The results showed that the type of salicylaldehyde substitution plays an effective role in the reaction process. Salicylaldehydes with Br and Cl substitution groups led to a pseudo four-components reaction, producing 4H-1,3-benzodioxine-4,4-dicarboxamides. In these cases, 2-aminopyridines did not participate in the reactions, but played a prominent role. Conversely, salicylaldehydes with NO2 substitution participated in the GBB-3CR and produced 2-(3-aminoimidazo[1,2-a]pyridin-2-yl)phenols (6a-l). Interestingly, regarding salicylaldehyde without substitution, both pseudo-four-component reaction and GBB-3CR were performed.
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