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Issue 9, 2013
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Rh(iii)-catalyzed C–H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation

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Abstract

An unprecedented Rh(III)-catalyzed C–H activation/cycloaddition of benzamides and methylenecyclopropanes for the selective synthesis of spiro dihydroisoquinolinones and furan-fused azepinones is reported. The process features simple starting materials, mild conditions, and high efficiency and is external oxidant free. The products could be easily converted to other biologically interesting heterocycles. Control experiments and kinetic isotope effect studies were conducted and a plausible mechanism is proposed.

Graphical abstract: Rh(iii)-catalyzed C–H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation

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Supplementary files

Article information


Submitted
22 May 2013
Accepted
17 Jun 2013
First published
17 Jun 2013

Chem. Sci., 2013,4, 3421-3426
Article type
Edge Article

Rh(III)-catalyzed C–H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation

S. Cui, Y. Zhang and Q. Wu, Chem. Sci., 2013, 4, 3421 DOI: 10.1039/C3SC51424B

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