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Issue 1, 2013
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Ruthenium-catalyzed C–H/O–H and C–H/N–H bond functionalizations: oxidative annulations of cyclopropyl-substituted alkynes

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Abstract

The chemical behavior of cyclopropyl-substituted alkynes has been probed using the reaction conditions of ruthenium-catalyzed oxidative C–H/O–H and C–H/N–H bond functionalizations. The oxidative annulations proceeded with complete conservation of all cyclopropane fragments and allowed for the one-step preparation of synthetically useful cyclopropyl-substituted isocoumarins and isoquinolones with high regioselectivities and chemical yields. The connectivities of the key heterocyclic products were unambiguously established by X-ray diffraction analysis.

Graphical abstract: Ruthenium-catalyzed C–H/O–H and C–H/N–H bond functionalizations: oxidative annulations of cyclopropyl-substituted alkynes

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Supplementary files

Article information


Submitted
01 Jul 2012
Accepted
11 Oct 2012
First published
18 Oct 2012

Org. Biomol. Chem., 2013,11, 142-148
Article type
Paper

Ruthenium-catalyzed C–H/O–H and C–H/N–H bond functionalizations: oxidative annulations of cyclopropyl-substituted alkynes

M. Deponti, S. I. Kozhushkov, D. S. Yufit and L. Ackermann, Org. Biomol. Chem., 2013, 11, 142
DOI: 10.1039/C2OB26250A

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