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Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol

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Abstract

An unprecedented cascade dearomative cyclization through hydrogen-bonding-assisted hydride transfer is realized. The aggregate effect of HFIP enables the rapid buildup of polycyclic amines directly from phenols and o-aminobenzaldehydes via a cascade dearomatization/rearomatization/dearomatization sequence. This unique transformation addressed the drawbacks of hydride transfer-involved redox-neutral reactions.

Graphical abstract: Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol

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Publication details

The article was received on 27 Jul 2018, accepted on 31 Aug 2018 and first published on 13 Sep 2018


Article type: Edge Article
DOI: 10.1039/C8SC03339K
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY-NC license
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    Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol

    S. Li, X. Lv, D. Ren, C. Shao, Q. Liu and J. Xiao, Chem. Sci., 2018, Advance Article , DOI: 10.1039/C8SC03339K

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