- Synthesis of new substituted imidazo[1,2-a]pyridinylpropenenitriles through sequential one-pot Suzuki–Miyaura/Knoevenagel reactions in aqueous medium
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A series of imidazo[1,2-a]pyridinylpropenenitriles were synthesized via consecutive one-pot Suzuki–Miyaura and Knoevenagel reactions in water/ethanol mixture between imidazo[1,2-a]pyridine-2-carbaldehydes, arylboronic acids and malononitrile, methyl cyanoacetate or ethyl cyanoacetate. This environmental friendly procedure tolerates a wide range of boronic acids and affords a new substituted imidazo[1,2-a]pyridinyl propenenitriles in good yields under microwave irradiation.
- Bakhta, Saléha,Kabri, Youssef,Crozet, Maxime D.,Nedjar-Kolli, Bellara,Vanelle, Patrice
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- Efficient synthesis of new polyfunctionalized thiadiazaacenaphthylenes from imidazo[1,2-a]pyridines
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New heterocycles containing sulfur and nitrogen with an azaindolizine moiety were synthesized. The imidazo[1,2-a]pyridine-2,5-dicarboxylates (9a, b, 10a, b) and 5-formylimidazo[1,2-a]pyridine-2-carboxylates (17a, b) treated with ethyl thioglycolate and lithium hydroxide underwent ring closure yielding the multifunctional[2,3,3]cyclazines (13) and (18). Under similar conditions, the imidazo[1,2-a]pyridinecarbaldehydes (22a, b) and (29a, b) were converted into the linearly cyclized compounds thieno[3,2-b]imidazo[1,2-a]pyridines (23, 31) and a peri annulated product thiadiazaacenaphthylene (30).
- Moreau, Emmanuel,Chezal, Jean-Michel,Dechambre, Caroline,Canitrot, Damien,Blache, Yves,Lartigue, Claire,Chavignon, Olivier,Teulade, Jean-Claude
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