Abstract
In this work, a microwave-assisted synthesis study by microwave irradiation to produce indolizine-2-carbonitrile and indolizine-2-carboxylate in good to high yields (70 and 81%, respectively) in one step from Morita-Baylis-Hillman adducts (MBHA) is presented. These compounds were subsequently transformed to high yields (94 to 100%, respectively) in three 2-indolizine derivatives. The five synthesized compounds were designed in silico aiming to present potential selective activities as ion channel modulators. These activities were suggested by the score values using Molinspiration Cheminformatics program.
Highlights
Indolizines constitute a class of heteroaromatic compounds containing two condensed rings (5 and 6-membered) and a bridging nitrogen atom
Our experimental work began on Morita-Baylis-Hillman adducts (MBHA) 6 synthesis (Scheme 3)
Differently than described,[11] methyl indolizine-2-carboxylate (2) preparation was performed in high yields (80-81%, entries 7 and 9, Table 2) under microwave irradiation at 100 °C using methanol as solvent
Summary
Indolizines constitute a class of heteroaromatic compounds containing two condensed rings (5 and 6-membered) and a bridging nitrogen atom. It is presented in this work our experimental results using microwave-accessing one-pot synthesis of indolizine2-carbonitrile (1) and methyl indolizine-2-carboxylate (2) from MBHA, as well it is described very efficient syntheses to the derivatives 3, 4 and 5 (Figure 3).
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