[5] Helicenes by tandem radical cyclisation

DC Harrowven, MIT Nunn, DR Fenwick

Index: Harrowven, David C.; Nunn, Michael I.T.; Fenwick, David R. Tetrahedron Letters, 2002 , vol. 43, # 41 p. 7345 - 7347

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Citation Number: 57

Abstract

Our interest in radical additions to aromatic and heteroaromatic ring systems, 10., , , , , , , , and prompted us to explore an alternative entry to helicenes based on a tandem radical cyclisation strategy (Scheme 1). Having shown that 6-endo/exo-trig cyclisations of aryl radicals to arenes provide a high yielding route to phenanthrenes, 11 and that related cyclisations to phenanthrenes can give helicenes, 12 it seemed likely that the two processes could be run in parallel. In ...