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Microwave-Assisted One-Pot Synthesis of Isoquinolines, Furopyridines, and Thienopyridines by Palladium-Catalyzed Sequential Coupling-Imination-Annulation of 2-Bromoarylaldehydes with Terminal Acetylenes and Ammonium Acetate

Dingqiao Yang, Satvika Burugupalli, David Daniel and Yu Chen*

*Department of Chemistry and Biochemistry, Queens College and the Graduate Center of the City University of New York, Flushing, New York 11367, United States, Email: yu.chen1qc.cuny.edu

D. Yang, S. Burugupalli, D. Daniel, Y. Chen, J. Org. Chem., 2012, 77, 4466-4472.

DOI: 10.1021/jo300494a (free Supporting Information)


Abstract

Sequential coupling-imination-annulation reactions of ortho-bromoarylaldehydes and terminal alkynes with ammonium acetate in the presence of a palladium catalyst under microwave irradiation gives various substituted isoquinolines, furopyridines, and thienopyridines in good yields.

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Key Words

Isoquinolines, benzo-fused N-Heterocycles, benzo-fused O-Heterocycles, benzo-fused S-heterocycles, Microwave Synthesis


ID: J42-Y2012-1420