253597-07-8Relevant academic research and scientific papers
Synthesis of a new series of indolinic aminoxyls. Reaction of indoles, 2-phenylbenzothiazole, 2-phenylbenzoxazole and 2-phenyl1,2-dihydro-4H-3,1-benzoxazin-4-one with organolithium reagents
Tommasi, Giampaolo,Bruni, Paolo,Greci, Lucedio,Sgarabotto, Paolo,Righi, Lara,Petrucci, Rita
, p. 2123 - 2128 (2007/10/03)
2-Alkyl-2-phenyl-3,3-dimethylindolines. obtained by 1,2 organolithium addition to 2-phenyl-3,3-dimethyl-3H-indole, are converted into a new series of aminoxyls by oxidation with m-chloroperoxybenzoic acid. Attempts to synthesise, in a similar way suitable precursors such as 1,2-dihydro-2-phenyl-2-alkylbenzothiazole, 1,2-dihydro-2-phenyl-2-alkylbenzoxazole and 1,2-dihydro-2-phenyl-2-alkyl-4H-3,1-benzoxazin-4-one for other new aminoxyls failed. In fact, 2-phenylbenzothiazole, 2-phenylbenzoxazole and 2-phenyl-4H-3,1-benzoxazin-4-one react with organolithium reagents affording products deriving from ring opening. Crystal structures of 2,3-dimethyl-3-phenyl-3H-indole and bis(2-triphenylmetriylaminophenyl) disulfide are also described.
