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Divergent Synthesis of Unsymmetrical Bis-heteroaryl Ketones via Base-Promoted Cascade Reactions of 1,2-Alkynedione-Derived N -Propargylic β-Enaminones.

Debojyoti BagSheetal SainiMahesh S RathodSanghapal D Sawant
Published in: The Journal of organic chemistry (2024)
Herein we disclose a transition-metal-free, one-pot two-step strategy for the synthesis of unsymmetrical bis-heteroaryl ketones. N -propargylic β-enaminones generated by the Michael addition of propargylamines onto heteroaryl 1,2-alkynediones have been utilized as synthetic equivalents of pyridine or pyrrole scaffolds. The use of alcohol as a solvent resulted in the formation of 2-alkoxylated pyridine scaffold, whereas the use of DMSO promoted the formation of a pyrrole motif.
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