TY - JOUR
T1 - Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched beta-arylethylamines
AU - Robertson, Jeremy
AU - Palframan, Matthew J.
AU - Shea, Stephen A.
AU - Tchabanenko, Kirill
AU - Unsworth, William R.
AU - Winters, Chase
PY - 2008/12/22
Y1 - 2008/12/22
N2 - 5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by beta-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate but, in the cases studied, either 5-endo cyclisation or direct reduction follows to give phthalimides, biaryls or beta-arylethylamines.
AB - 5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by beta-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate but, in the cases studied, either 5-endo cyclisation or direct reduction follows to give phthalimides, biaryls or beta-arylethylamines.
U2 - 10.1016/j.tet.2008.07.118
DO - 10.1016/j.tet.2008.07.118
M3 - Article
SN - 0040-4020
VL - 64
SP - 11896
EP - 11907
JO - Tetrahedron
JF - Tetrahedron
IS - 52
ER -