Title of article
1,4-Aryl migration under copper(I) atom transfer conditions
Author/Authors
Clark، نويسنده , , Andrew J. and Coles، نويسنده , , Stuart R. and Collis، نويسنده , , Alana and Debure، نويسنده , , Thomas and Guy، نويسنده , , Collette and Murphy، نويسنده , , Nicholas P. and Wilson، نويسنده , , Paul، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
4
From page
5609
To page
5612
Abstract
Reaction of N-alkyl-N-(trichloroacetyl)arylsulfonamides with CuCl/amines leads to N-alkyl-N-(dichloroacetyl)-arylsulfonamides via reduction or N-alkyl-aryldichloroacetamides via 1,4-aryl migration with loss of SO2. The ratio of reduction to aryl migration is dependent upon the temperature and the ligand utilised. Along with amide bond hydrolysis these reactions may compete when carrying out slow atom transfer radical cyclisation reactions using sulfonamides.
Keywords
Aryl migration , radical , Copper , ATRC
Journal title
Tetrahedron Letters
Serial Year
2009
Journal title
Tetrahedron Letters
Record number
1866007
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