Ag(I)-Catalyzed Three-Component Reaction of 2-Alkynylbenzaldehydes, Amines, and Diazo Compounds.

Org Lett

School of Chemistry and Chemical Engineering, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou 510275, China.

Published: September 2015

Diazo compounds have been employed as the nucleophile in a silver-catalyzed three-component reaction with amines and 2-alkynylbenzaldehydes. Various 3-benzazepines were prepared in a one-pot manner based on a cascade imine--yne cyclization/nucleophilic addition/1,2-aryl migration process. Moreover, this Ag(I)-mediated reaction also provides a practical route to diazo-containing dihydroisoquinolines under slightly modified conditions.

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http://dx.doi.org/10.1021/acs.orglett.5b02159DOI Listing

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