Issue 9, 2014

Generation of 1-amino-isoquinoline-N-oxides via a tandem reaction of 2-alkynylbenzaldoxime with secondary amines in the presence of silver(i) and copper(i)

Abstract

1-Amino-isoquinoline-N-oxides are generated under mild conditions through a tandem reaction of 2-alkynylbenzaldoxime with secondary amines in the presence of silver(I) and copper(I). The reaction proceeds smoothly at room temperature under air, leading to the corresponding products in good yields. During the reaction process, a silver-catalyzed 6-endo cyclization and a copper(I)-catalyzed C–H bond activation are involved.

Graphical abstract: Generation of 1-amino-isoquinoline-N-oxides via a tandem reaction of 2-alkynylbenzaldoxime with secondary amines in the presence of silver(i) and copper(i)

Supplementary files

Article information

Article type
Research Article
Submitted
26 7 2014
Accepted
19 8 2014
First published
20 8 2014

Org. Chem. Front., 2014,1, 1045-1049

Author version available

Generation of 1-amino-isoquinoline-N-oxides via a tandem reaction of 2-alkynylbenzaldoxime with secondary amines in the presence of silver(I) and copper(I)

J. Song, C. Fan, G. Liu and G. Qiu, Org. Chem. Front., 2014, 1, 1045 DOI: 10.1039/C4QO00209A

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