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Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo[2,3-a]pyridinium tetrafluoroborates. | LitMetric

Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo[2,3-a]pyridinium tetrafluoroborates.

Tetrahedron Lett

Department of Chemistry, Physics, and Geology, Winthrop University, Sims Science Building, Rock Hill, SC 29733 USA.

Published: February 2012

The synthesis of a variety of novel benzisoxazolo[2,3-a]pyridinium tetrafluoroborates is described. These compounds are conveniently prepared from pyridine N-oxide via a microwave-promoted palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides to give 2-(2-acetamidoaryl)pyridine N-oxides, followed by hydrolysis, diazotization and intramolecular displacement of nitrogen which affords the target benzisoxazolo[2,3-a]pyridinium tetrafluoroborates.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3255091PMC
http://dx.doi.org/10.1016/j.tetlet.2011.11.110DOI Listing

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