Photocatalytic synthesis of dihydrobenzofurans by oxidative [3+2] cycloaddition of phenols.

Autor: Blum TR; Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706 (USA) http://yoon.chem.wisc.edu., Zhu Y, Nordeen SA, Yoon TP
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2014 Oct 06; Vol. 53 (41), pp. 11056-9. Date of Electronic Publication: 2014 Aug 25.
DOI: 10.1002/anie.201406393
Abstrakt: We report a protocol for oxidative [3+2] cycloadditions of phenols and alkenes applicable to the modular synthesis of a large family of dihydrobenzofuran natural products. Visible-light-activated transition metal photocatalysis enables the use of ammonium persulfate as an easily handled, benign terminal oxidant. The broad range of organic substrates that are readily oxidized by photoredox catalysis suggests that this strategy may be applicable to a variety of useful oxidative transformations.
(© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE