Studies On The C-H Bond Functionaliztion Of Glycine Deirivatives

In this thesis, the sp3C-H functionalization of glycine esters was studied, producing a series of isatins in high yields. In addition, the carbonylation of C-H bonds in a- anilino phosphonates was achieved via a Wittig-type process, promoted by radical cation salt. The details were showed as follows:?1? Promoted by radical cation salt TBPA^+·, an aerobic oxidation of N-arylglycine esters was achieved, producing a series of isatin derivatives. The mechanistic study show that the domino C-H and C-O activation is mediated by an intramolecular 1,6-H shift.?2? An aerobic carbonylation of C-H bonds in a-anilino phosphonates was realized through oxidative Wittig reaction, which is initiated by radical cation salt. Different from classical Wittig reactions, this is the first example, constructing carbonyl group by Wittig process.?3? In the presence of radical cation salt, N-arylglycine amides is oxidized, generating a radical intermediate. This radical intermediate undergoes an intramolecular cyclization, and the corresponding isatins are afforded in high yields.