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Org Biomol Chem. 2013 May 7;11(17):2898-902. doi: 10.1039/c3ob27427f. Epub 2013 Mar 21.

A silver(I)-catalyzed tandem reaction of 2-alkynylbenzaldoximes with ketenes.

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  • 1Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.


A novel and unexpected reaction of 2-alkynylbenzaldoximes with ketenes in the presence of silver triflate (10 mol%) under mild conditions is discovered. This reaction proceeds through 6-endo-cyclization, [3 + 2] cycloaddition, and rearrangement, leading to isoquinoline derivatives in moderate to good yields.

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