Title of article
Amides as precursors of imidoyl radicals in cyclisation reactions
Author/Authors
W. Russell Bowman، نويسنده , , Anthony J. Fletcher، نويسنده , , Jan M. Pedersen، نويسنده , , Peter J. Lovell، نويسنده , , Mark R.J. Elsegood، نويسنده , , Elena Hern?ndez L?pez، نويسنده , , Vickie Mckee، نويسنده , , Graeme B.S. Potts، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
13
From page
191
To page
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.
Keywords
Imidoyl radicals , Quinolines , radical cyclisation , Imidoyl selanides , Indoles
Journal title
Tetrahedron
Serial Year
2007
Journal title
Tetrahedron
Record number
1090005
Link To Document