Sequential three-component reactions: synthesis, regioselectivity and application of functionalized dihydropyridines (DHPs) for the creation of fused naphthyridines |
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Authors: | Abu T Khan Md Musawwer Khan |
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Institution: | Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781 039, India |
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Abstract: | Facile and efficient synthesis of tetrasubstituted 1,4- and 1,6-dihydropyridines (DHPs) has been achieved by employing three-component domino reaction using dimethyl acetylenedicarboxylate (DMAD), aliphatic amines, and α,β-unsaturated aldehyde in the presence of 30 mol % trifluoroacetic acid. Interestingly, regioselectivity for the synthesis of 1,4-dihydropyridines can be increased by using 30 mol % triflic acid. In addition, the synthesis of fused-naphthyridine derivatives has been accomplished involving imino-Diels-Alder reaction by employing 1,4-dihydropyridines, aromatic aldehydes, and aromatic amines. |
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Keywords: | Sequential multicomponent reactions Dihydropyridines Imino-Diels-Alder reactions Substituted naphthyridines |
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