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Synthesis of 1-Aminoisoquinolines by Gold(III)-Mediated Domino Reactions from 2-Alkynylbenzamides and Ammonium Acetate

Yuhua Long, Zhigang She, Xiaochen Liu and Yu Chen*

*Department of Chemistry and Biochemistry, Queens College and the Graduate Center of the City University of New York, 65-30 Kissena Boulevard, Flushing, New York 11367, United States, Email: yu.chen1qc.cuny.edu

Y. Long, Z. She, X. Liu, Y. Chen, J. Org. Chem., 2013, 78, 2579-2588.

DOI: 10.1021/jo302794z


Abstract

A facile synthesis of pharmaceutically interesting 1-aminoisoquinoline derivatives by gold(III)-mediated domino reactions starts from readily available 2-alkynylbenzamides and ammonium acetate and takes place under mild reaction conditions compatible with a variety of functional groups. A plausible mechanism for the domino process is proposed.

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Key Words

isoquinolines


ID: J42-Y2013-0620