Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol?

Chemical Science Pub Date: 2018-09-13 DOI: 10.1039/C8SC03339K

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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