Barton esters for initiator-free radical cyclisation with heteroaromatic substitution

R Coyle, K Fahey, F Aldabbagh

Index: Coyle, Robert; Fahey, Karen; Aldabbagh, Fawaz Organic and Biomolecular Chemistry, 2013 , vol. 11, # 10 p. 1672 - 1682

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Citation Number: 5

Abstract

S-(1-Oxido-2-pyridinyl)-1, 1, 3, 3-tetramethylthiouronium hexafluorophosphate (HOTT) facilitates the first examples of efficient radical cyclisation with (hetero) aromatic substitution via Barton ester intermediates. Cyclopropyl and alkyl radicals allow access to five, six and seven-membered alicyclic-ring fused heterocycles with and without an additional fused cyclopropane, including the skeleton of the anti-cancer agent, cyclopropamitosene, ...