Issue 4, 2016

Facile synthesis of aza-spirocyclopropanyl oxindoles by the reaction of 3-(2-bromoethyl)-indole with 2,3-dimethylimidazole-1-sulfonyl azide triflate

Abstract

3-(2-Bromoethyl)indole reacts with 2,3-dimethylimidazole-1-sulfonyl azide triflate to give an intermediate N-(2,3-dimethylimidazole)-1-sulfonyl aza-spirocyclopropanyloxindole. This reactive species is captured by an alcohol or amine to afford the corresponding aza-spirooxindole sulfonate and sulfonamide.

Graphical abstract: Facile synthesis of aza-spirocyclopropanyl oxindoles by the reaction of 3-(2-bromoethyl)-indole with 2,3-dimethylimidazole-1-sulfonyl azide triflate

Supplementary files

Article information

Article type
Paper
Submitted
23 Oct 2015
Accepted
01 Dec 2015
First published
01 Dec 2015

Org. Biomol. Chem., 2016,14, 1272-1276

Author version available

Facile synthesis of aza-spirocyclopropanyl oxindoles by the reaction of 3-(2-bromoethyl)-indole with 2,3-dimethylimidazole-1-sulfonyl azide triflate

M. Shen, K. Xu, C. Sun and H. Xu, Org. Biomol. Chem., 2016, 14, 1272 DOI: 10.1039/C5OB02192H

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