29103-60-4Relevant academic research and scientific papers
A Phosphine-Mediated Dearomative Skeletal Rearrangement of Dianiline Squaraine Dyes
Bacher, Emily P.,Koh, Kevin J.,Lepore, Antonio J.,Oliver, Allen G.,Wiest, Olaf,Ashfeld, Brandon L.
supporting information, p. 2853 - 2857 (2021/05/05)
A phosphorus(III)-mediated dearomatization of ortho-substituted dianiline squaraine dyes results in an unusual skeletal rearrangement to provide exotic, highly conjugated benzofuranone and oxindole scaffolds bearing a C3 side chain comprised of a linear conflagration of an enol, a phosphorus ylide, and 2,4-disubstituted aniline. Employing experimental and computational analysis, a mechanistic evaluation revealed a striking dependence on the acidity of the aniline ortho substituent. Notably, the rearrangement adducts underwent rapid and complete reversion to the parent squaraine in the presence of a Br?nsted acid.
Transition-metal-free electrophilic amination of arylboroxines
Xiao, Qing,Tian, Leiming,Tan, Renchang,Xia, Ying,Qiu, Di,Zhang, Yan,Wang, Jianbo
, p. 4230 - 4233 (2012/09/22)
A transition-metal-free strategy to construct C(sp2)-N bonds using arylboroxines and O-benzoyl hydroxylamines as coupling partners has been developed. This transformation provides a useful method to access various aromatic amines.
