Issue 42, 2018

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

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

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
25 Jun 2018
Accepted
27 Sep 2018
First published
27 Sep 2018

Org. Biomol. Chem., 2018,16, 7861-7870

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, 16, 7861 DOI: 10.1039/C8OB01496E

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