175687-65-7Relevant academic research and scientific papers
Silver catalyzed intramolecular cyclization for synthesis of 3-alkylideneoxindoles via C-H functionalization
Wang, Hong-Li,Li, Zhe,Wang, Gang-Wei,Yang, Shang-Dong
supporting information; experimental part, p. 11336 - 11338 (2011/12/05)
A novel protocol for the preparation of various 3-alkylideneoxindoles via a silver-catalyzed aromatic C-H functionalization has been developed. The process is simple, environmentally conscious, and avoids the use of abundant bases, oxidants, or other addi
Ligand effects in the rhodium(II) catalysed reactions of diazoamides and diazoimides
Miah, Soyfur,Slawin, Alexandra M. Z.,Moody, Christopher J.,Sheehan, Scott M.,Marino Jr., Joseph P.,Semones, Mark A.,Padwa, Albert,Richards, Ian C.
, p. 2489 - 2514 (2007/10/03)
A range of substituted α-diazoamides 1-8 and diazoimides 9-12 was prepared from the corresponding amines or amides. Rhodium(II) catalysed decomposition of the diazoamides resulted in attack on the aromatic ring to give oxindoles or attack on the alkyl group to give either β-lactams or cycloheptapyrrolones. The chemoselectivity of the rhodium carbenoid intermediate was dependent on the metal ligands, fluorinated carboxamides strongly promoting attack on aromatic rings in preference to other processes. Decomposition of the diazoimides resulted in intramolecular attack on the carbonyl group to give an ylide which could be trapped inter- or intramolecularly. X-Ray crystal structures are reported for the diazo compounds 2 and 4, the indoles 17 and 25, the β-lactam 20, the cycloheptapyrrolones 24 and 28, the dimer 29 and the Pictet Spengler product 39.
