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Issue 67, 2018
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Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step

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Abstract

A series of novel hybrid molecular entities incorporating various spiro chromanone scaffolds onto the benzannulated oxepine core moiety were synthesised using allylation, Claisen rearrangement, Kabbe condensation and Ring Closing Metathesis (RCM) as a key step. During the synthesis we found that the nitrogen functionality in the substrate influences significantly the catalyst load due to electronic effects. Several iterations have been carried out to achieve complete conversion to products 6a–6e.

Graphical abstract: Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step

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Publication details

The article was received on 24 Sep 2018, accepted on 10 Nov 2018 and first published on 16 Nov 2018


Article type: Paper
DOI: 10.1039/C8RA07920J
Citation: RSC Adv., 2018,8, 38673-38680
  • Open access: Creative Commons BY-NC license
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    Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step

    P. K, A. D, S. M, P. Sripadi, M. Vemula, V. S. Komarraju, B. Gorai and S. Prakash, RSC Adv., 2018, 8, 38673
    DOI: 10.1039/C8RA07920J

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