Flanagan, S. R., Harrowven, D. C. and Bradley, M.
Radical cyclisation reactions with indoles
Tetrahedron Letters, 44, (9), . (doi:10.1016/S0040-4039(03)00094-7).
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Several radical cyclisation reactions involving indoles are described. Most notably, we have shown that radical additions to C3 of an indole are frequently facile. A dichotomy in the course of radical cyclisation reactions to C2 of the indole has also been exposed wherein 6-endo-trig cyclisations are propagated by the loss of a hydrogen atom from C2 while 5-exo-trig cyclisations are propagated by hydrogen atom abstraction at C3 from tributyltin hydride. Cyclisations involving the addition of indolyl radical intermediates to arenes have also been demonstrated.
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