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2015-09-16 Imidazo[1,2-a]imidazoles available on Ambinter

In order to provide new and original chemical compounds to our customers, Greenpharma/Ambinter has developed innovative synthesis routes with partners. For example, di and tri-arylated imidazo[1,2-a]imidazoles are now available in Ambinter catalogue.

You can find more information on the publication (abstract below) in J. Org. Chem. 2015, 80, 8539−8551.

Ligandless Palladium-Catalyzed Regioselective Direct C−H Arylation of Imidazo[1,2‑a]imidazole Derivatives
A novel access to functionalizable 6-substituted imidazo[1,2-a]imidazole scaffold is described. The reactivity of this heterobicyclic unit toward direct C−H arylation was studied, and conditions allowing regioselective arylation at position 3 were successfully developed. The practicability of this method is manifested by the ligandless conditions and low catalyst loading. The strategy is functional group tolerant and provides rapid access to a large variety of 3,6-di(hetero)arylated imidazo[1,2-a]imidazole derivatives. A second arylation at position 2 was then carried out, and a library of diversified 2,3,6-tri(hetero)arylated imidazo[1,2-a]imidazoles was generated in good yields. A one-pot, two-step procedure was finally developed.

Click on the link to display the structures of Imidazo[1,2-a]imidazoles library.

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