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Abstract
For the first time, we have developed a strategy that provides an access to imidazo[ 1,2-a] pyridines via the cyclization of 2-aminopyridine with mucobromic acid as C3 synthon. In the combination with theoretical calculation, the reaction mechanism is proposed.
Background: 2-Aminopyridines are the typical pyridine α-site derivatives, which have received growing interest in using as a kind of synthons in organic synthesis and drug synthesis because of their special binucleophilic framework.
Methods: All these obtained compounds were characterized by NMR. Among them, 3a was characterized by single-crystal X-ray analysis. All the theoretical calculation works were performed by Gaussian software.
Results: A series of the desired compounds can be synthesized at room temperature via a mild procedure under the promotion of simple inorganic base K2CO3.
Conclusion: This mild strategy fits the concept of green chemistry, providing a novel idea for the construction of nitrogen-containing polyheterocyclic compounds.
Keywords: Imidazo[1, 2-a]pyridines, 2-aminopyridines, mucobromic acid, cyclization, binucleophile, green synthesis.
[http://dx.doi.org/10.1002/pat.4554]
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