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Synthesis of medium-sized (6–7–6) ring compounds by iron-catalyzed dehydrogenative C–H activation/annulation

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Abstract

In this report, we have described a FeCl3-catalyzed process involving intramolecular annulation of o-phenoxy diarylacetylenes via hydroarylation to afford a series of biologically potent fused seven-membered (6–7–6) ring compounds under mild reaction conditions. This reaction was believed to proceed through Friedel–Crafts type sequential carbometallation followed by protonation to produce phenyldibenz[b,f]oxepines. This method was also extended to synthesize seven-membered rings that are fused with coumarins.

Graphical abstract: Synthesis of medium-sized (6–7–6) ring compounds by iron-catalyzed dehydrogenative C–H activation/annulation

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Publication details

The article was received on 25 Jun 2018, accepted on 27 Sep 2018 and first published on 27 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01496E
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Synthesis of medium-sized (6–7–6) ring compounds by iron-catalyzed dehydrogenative C–H activation/annulation

    N. Panda, I. Mattan, S. Ojha and C. S. Purohit, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01496E

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