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Note | Regular issue | Vol 55, No. 2, 2001, pp.377-380
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9101
Nitrate Radical Induced Oxidative, Self-terminating Radical Cyclization Cascades: Improvement of Yield Using a Photochemical Radical Source

Lars Lietzau and Uta Wille*

*Institut für Organische Chemie, Universität Kiel, Olshausenstr. 40, D-24098 Kiel, Germany


Using the photolysis of cerium ammonium nitrate to generate nitrate radical (NO3·) the alkynyl ether (1) could be cyclized through an oxidative, self-terminating radical cyclization cascade to give the tetrahydrofuran (5) in good yield. This radical source is more favorable than the earlier used anodic oxidation of lithium nitrate, because high local concentrations of oxidants are avoided.