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KI-mediated radical multi-functionalization of vinyl azides: a one-pot and efficient approach to β-keto sulfones and α-halo-β-keto sulfones

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Abstract

Transition metal-free oxidative coupling of vinyl azides with sulfonyl hydrazines is described. This radical process realized oxidative multi-functionalization of vinyl azides in the presence of potassium iodide and t-butyl hydroperoxide, selectively yielding β-keto sulfones and α-halo-β-keto sulfones in good to excellent yields with a wide tolerance of functional groups.

Graphical abstract: KI-mediated radical multi-functionalization of vinyl azides: a one-pot and efficient approach to β-keto sulfones and α-halo-β-keto sulfones

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Publication details

The article was received on 26 Nov 2016, accepted on 04 Mar 2017 and first published on 06 Mar 2017


Article type: Research Article
DOI: 10.1039/C6QO00756B
Citation: Org. Chem. Front., 2017, Advance Article
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    KI-mediated radical multi-functionalization of vinyl azides: a one-pot and efficient approach to β-keto sulfones and α-halo-β-keto sulfones

    W. Chen, X. Liu, E. Chen, B. Chen, J. Shao and Y. Yu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C6QO00756B

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