Issue 17, 2013
From the journal:

Organic & Biomolecular Chemistry

A silver(i)-catalyzed tandem reaction of 2-alkynylbenzaldoximes with ketenes†

Hongliang Liu,a   Gang Liu,*a   Shouzhi Pua  and  Zhiyong Wang*b  

* Corresponding authors

a Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China

b School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China
E-mail: zwang@cqu.edu.cn
Fax: +86 23 65102531
Tel: +86 23 65102531

Abstract

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.

Graphical abstract: A silver(i)-catalyzed tandem reaction of 2-alkynylbenzaldoximes with ketenes

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Article information

DOI
https://doi.org/10.1039/C3OB27427F
Article type
Paper
Submitted
14 Dec 2012
Accepted
24 Feb 2013
First published
26 Feb 2013

Org. Biomol. Chem., 2013,11, 2898-2902

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

H. Liu, G. Liu, S. Pu and Z. Wang, Org. Biomol. Chem., 2013, 11, 2898 DOI: 10.1039/C3OB27427F

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