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 :
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