797762-32-4Relevant articles and documents
Samarium(II)-mediated spirocyclization by intramolecular aryl radical addition onto an aromatic ring
Iwasaki, Hiroki,Eguchi, Toru,Tsutsui, Nozomi,Ohno, Hiroaki,Tanaka, Tetsuaki
experimental part, p. 7145 - 7152 (2009/05/07)
(Chemical Equation Presented) Samarium(II)-mediated spirocyclization by intramolecular addition of aryl radicals onto an aromatic ring was achieved by the reaction of N-(2-iodophenyl)-N-alkylbenzamides with SmI2 in the presence of HMPA, yielding spirocyclic indolin-2-one derivatives. The ether congeners afford spirocyclic benzofuran derivatives in moderate yields by aryl radical addition onto a benzene ring without having an electron-withdrawing group. The reaction with other aryl groups such as naphthalene and indole rings is also described.
The first samarium(II)-mediated aryl radical cyclisation onto an aromatic ring
Ohno, Hiroaki,Iwasaki, Hiroki,Eguchi, Toru,Tanaka, Tetsuaki
, p. 2228 - 2229 (2007/10/03)
Intramolecular arylation of aryl radicals was mediated by SmI 2/HMPA in the presence of i-PrOH to give spirocycles and/or reduced cine-cyclised products, while the reaction in the absence of i-PrOH gave the rearomatised fused rings.