A novel NH4OAc and CuBr(PPh3)3-induced intermolecular Pummerer-type reaction between free (NH)-indoles and dimethylsulfoxide: facile synthesis of 3-methylthiomethyl substituted indoles

The ammonium-promoted formylation of indoles by DMSO and H2O

“…Huang reported the NH 4 OAc and CuBr(PPh 3 ) 3induced Pummerer reaction between free (NH)-indole and DMSO leading to 3-methylthiomethyl indoles. 14 Meanwhile, the nucleophilic attack of 9 by another molecular N-methyl indole produces 3,3'-diindolylmethane (DIM).…”

Unconventional Knoevenagel-type indoles: Synthesis and cell-based studies for the identification of pro-apoptotic agents

“…By this two-step one-pot procedure we were able to prepared 48 indole analogues; the series included previously described compounds (namely, 2a-e,g; 3a,b; 4a-d; 5a,b,f,h-m,o,s-u,aa,ab,ac; 6a,b; 7a,b; 8a,b) [29][30][31] and 14 unreported derivatives (namely, 2f; 5c-e,g,n,p-r,v-z). …”

“…1.1.33. 1,methylene]propane-1,3-dione (5t) [30]. 111.72, 120.29, 120.37, 122.50, 124.91, 128.11, 128.28, 128.42, 128.48, 128.81, 129.09, 130.12, 131.52, 132.94, 133.25, 136.33, 137.06, 137.79, 141.11, 143.82, 194.88, 196.63 -2-benzoyl-3-(2-phenyl-1H-indol-3-yl)acrylate (5u) [29].…”

Catalyst‐Free Three‐Component Tandem CDC Cyclization: Convenient Access to Isoindolinones from Aromatic Acid, Amides, and DMSO by a Pummerer‐Type Rearrangement

“…Although the mechanistic details of this cascade cyclization are not very cleara tt he moment, based on related research studies [16,18] and our preliminary experimental results, at entative mechanism is proposed in Scheme 3. The three-component CDC cyclization reaction may proceed by an acid-mediated Pummerer-type rearrangement.…”