Affiliation:
1. Institut de Química Computacional i Catàlisi and Departament de Química Universitat de Girona C/ Maria Aurèlia Capmany 69 17003 Girona Catalonia Spain
Abstract
AbstractGiven its wide variety of applications in the pharmaceutical industry, the synthesis of imidazo[1,2‐a]pyridines has been extensively studied since the beginning of the last century. Here, we disclose the mechanism for the synthesis of imidazo[1,2‐a]pyridines by means of the Ortoleva‐King reaction. We also reveal the reaction pathway leading to the formation of a iodinated byproduct, demonstrating the challenge of preventing the formation of such a byproduct because of the low energy barrier to access it. Moreover, quantum chemistry tools were employed to investigate the mechanism of intramolecular proton transfer in the excited state, and connections with aromaticity were explored.
Cited by
1 articles.
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