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Annulation of o‑Quinodimethanes through N‑Heterocyclic Carbene Catalysis for the Synthesis of 1‑Isochromanones

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posted on 2016-08-22, 21:18 authored by Daniel Janssen-Müller, Santanu Singha, Theresa Olyschläger, Constantin G. Daniliuc, Frank Glorius
The activation of 2-(bromomethyl)­benz­alde­hydes using N-heterocyclic carbenes represents a novel approach to the generation of o-quinodimethane (o-QDM) intermediates. Coupling with ketones such as phenylglyoxylates, isatins, or trifluoromethyl ketones via [4 + 2] annulation gives access to functionalized 1-isochromanones.

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