Palladium-Catalyzed Domino Synthesis of 4-Amino-3-acyl-2- naphthols via Isocyanide Chemoselective Insertion.

J Org Chem

†College of Pharmaceutical Science and ‡College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123, China.

Published: August 2015

A novel and efficient strategy for the synthesis of sterically hindered 4-amino-3-acyl-2-naphthols through a palladium-catalyzed coupling reaction involving isocyanide chemselective insertion and domino isomerization has been developed. The methodology, which is in accordance with the principle of "atom and step economy", efficiently constructs 4-amino-3-acyl-2-naphthols in moderate to good yields.

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http://dx.doi.org/10.1021/acs.joc.5b01269DOI Listing

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