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Title: Amides as precursors of imidoyl radicals in cyclisation reactions
Authors: Bowman, W.R.
Fletcher, Anthony J.
Pedersen, Jan M.
Lovell, P.J.
Elsegood, Mark R.J.
Lopez, E.H.
McKee, Vickie
Potts, G.B.S.
Keywords: imidoyl radicals
radical cyclisation
imidoyl selanides
Issue Date: 2007
Publisher: © Elsevier
Citation: BOWMAN et al, 2007. Amides as precursors of imidoyl radicals in cyclisation reactions. Tetrahedron, 63(1), pp. 191-203
Abstract: Amides have been successfully used as precursors of imidoyl radicals for radical cyclisation. The amides have been converted to imidoyl selanides via reaction with phosgene to yield imidoyl chlorides followed by reaction with potassium phenylselanide. Imidoyl selanides were reacted with tributyltin hydride (Bu3SnH) as the radical mediator with triethylborane or AIBN as initiators to yield imidoyl radicals for cyclisation reactions. Imidoyl radicals have been cyclised onto alkenes to yield 2,3-substituted-indoles and -quinolines and also onto pyrroles and indoles to give bi- and tricyclic heteroarenes.
Description: This article was published in the journal, Tetrahedron [© Elsevier] and is also available at: http://www.sciencedirect.com/science/journal/00404020
URI: https://dspace.lboro.ac.uk/2134/3064
ISSN: 0040-4020
Appears in Collections:Closed Access (Chemistry)

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