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Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones

Cite this: Org. Lett. 2018, 20, 8, 2257–2260
Publication Date (Web):March 27, 2018
https://doi.org/10.1021/acs.orglett.8b00612
Copyright © 2018 American Chemical Society

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    Abstract

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    A cycloisomerization of aryl allenyl ketones to 3-arylidene-indan-1-ones using a cationic Fe-complex as a catalyst is reported. The catalyst opens a synthetically interesting reaction pathway to this surprisingly underrepresented class of indanones that are not accessible using alternative catalytic systems.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.orglett.8b00612.

    • Experimental procedures for preparation of starting materials and products, full characterization of all reported compounds, 1H NMR spectra, 13C NMR spectra, IR spectra, HRMS (PDF)

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    CCDC 18188151818817 and 1818819 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing [email protected], or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

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    Cited By

    This article is cited by 22 publications.

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    22. Michael Fragkiadakis, Marios Kidonakis, Leandros Zorba, Manolis Stratakis. Synthesis of 3‐Keto Pyridines from the Conjugated Allenone – Alkynylamine Oxidative Cyclization Catalyzed by Supported Au Nanoparticles. Advanced Synthesis & Catalysis 2020, 362 (4) , 964-968. https://doi.org/10.1002/adsc.201901451

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