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Published on: July 6, 2016
Metal-free deoxygenative coupling of alcohol-derived benzoates and pyridines for small molecules and DNA-encoded
Sai Rohini Narayanan Kolusu1, Manuel Nappi1
1Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela Rúa de Jenaro de la Fuente, s/n, 15705 Santiago de Compostela A Coruña Spain manuel.nappi@usc.es https://nappichem.com.
Abstract:
Alcohols are among the most widely occurring functional groups found in naturally abundant, biologically relevant organic compounds, which in many cases are considered feedstock chemicals. Herein, we report a metal-free method for the deoxygenative coupling of alcohol-derived benzoates and pyridines promoted by visible light. Given the practical, mild and water-compatible conditions, small molecules and DNA headpieces can be successfully functionalized with a range of primary, secondary and tertiary alcohols. This protocol is distinguished by its wide substrate scope and broad applicability, even in the context of late-stage functionalization and DNA-drug coupling reactions.
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