Ammonium persulfate activated DMSO as a one-carbon synthon for the synthesis of methylenebisamides and other applications
|Title||Ammonium persulfate activated DMSO as a one-carbon synthon for the synthesis of methylenebisamides and other applications|
|Publication Type||Journal Article|
|Year of Publication||2015|
|Authors||Mahajan, PS, Tanpure, SD, More, NA, Gajbhiye, JM, Mhaske, SB|
Activation of DMSO to work as an economical and environmentally benign one-carbon synthon has been achieved by using a bench-top reagent ammonium persulfate for general and efficient access to symmetrical methylenebisamides from primary amides. This methodology was used to achieve a three-component Mannich reaction using acetophenone, saccharin and DMSO to furnish a beta-amino ketone. It also provided a metal-free synthesis of thiadiazole and bis(phenyl)methane. Effectively, this method uses DMSO as a safer surrogate to formaldehyde. A mechanism for methylenebisamide formation involving radical intermediates has been proposed based on mechanistic studies.
|Type of Journal (Indian or Foreign)|| |
|Impact Factor (IF)|| |