Radical cyclisation reactions with indoles
Flanagan, S. R., Harrowven, D. C. and Bradley, M. (2003) Radical cyclisation reactions with indoles. Tetrahedron Letters, 44, (9), 1795-1798. (doi:10.1016/S0040-4039(03)00094-7).
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Description/Abstract
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.
| Item Type: | Article |
|---|---|
| Related URLs: | |
| Keywords: | menadione toxicity, cyclization, heterocycles, derivatives, alkaloids |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 19952 |
| Date Deposited: | 20 Feb 2006 |
| Last Modified: | 01 Jun 2011 06:15 |
| Contributors: | Flanagan, S. R. (Author) Harrowven, D. C. (Author) Bradley, M. (Author) |
| Date: | 24 February 2003 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/19952 |
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