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Ortho/Ipso Alkylborylation of Aryl Iodides.

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This work describes a method for the difunctionalization of aryl iodides to generate polysubstituted arenes via Pd catalysis. The reaction hinges on the unique interplay between norbornene and the metal… Click to show full abstract

This work describes a method for the difunctionalization of aryl iodides to generate polysubstituted arenes via Pd catalysis. The reaction hinges on the unique interplay between norbornene and the metal catalyst to impart a guided ortho C-H alkylation event followed by a programmatic ipso borylation to provide a diverse array of substituted arene products. The utility of this transformation is demonstrated through the functionalization of the boronic ester to a variety of valuable functionalities.

Keywords: aryl iodides; ipso alkylborylation; alkylborylation aryl; aryl; ortho ipso

Journal Title: Organic letters
Year Published: 2019

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