732299-19-3Relevant articles and documents
New persistent heteroarylmethyl radicals resulting from the intramolecular addition of aryloxymethyl radicals onto ketenimines. Synthesis of 2H-1,4-benzoxazines
Alajarín, Mateo,Vidal, Angel,Ortín, María-Mar,Bautista, Delia
, p. 991 - 994 (2007/10/03)
A novel method for producing aryloxymethyl radicals, based on the treatment of (phenylseleno)methyl aryl ethers with tris(trimethylsilyl)silane and AIBN is disclosed, as well as the intramolecular addition of such radicals onto C,C-disubstituted ketenimines. The persistent α-(2H-1,4-benzoxazin-3-yl) benzyl radicals resulting from such cyclization processes undergo cross-coupling with the 1-cyano-1-methylethyl radical arising from the thermal decomposition of AIBN to give 2H-1,4-benzoxazines. These radical cyclizations are controlled by the persistent radical effect. The crystal and molecular structure of benzoxazine 10a has been solved by X-ray analysis.