5673-38-1Relevant academic research and scientific papers
A facile synthesis of sulfonylureas: Via water assisted preparation of carbamates
Tanwar, Dinesh Kumar,Ratan, Anjali,Gill, Manjinder Singh
, p. 4992 - 4999 (2017/07/11)
A novel and simple approach to the synthesis of sulfonylureas has been reported. It involved the reaction of various amines with diphenyl carbonate to yield the corresponding carbamates, which subsequently reacted with different sulphonamides to produce different sulfonylureas in excellent yields. The first reaction of diphenyl carbonate with amines was carried out in aqueous:organic (H2O:THF, 90:10) medium at room temperature to produce carbamates that paved a straightforward route to sulfonylureas after reaction with sulfonamides. The above process avoided traditional multistep protocols and the use of hazardous, irritant, toxic and moisture sensitive reagents such as phosgene, isocyanates and/or chloroformates.
Optimization of methods for the generation of carbodiimides for zwitterionic 1,3-diaza-Claisen rearrangements
Walker, Joel D.,Madalengoitia, José S.
supporting information, p. 3786 - 3789 (2015/06/08)
Strained, tertiary, allylic, amine 2-benzyl-2-azabicyclo[2.2.1]hept-5-ene reacts with in situ generated carbodiimides in a 1,3-diaza-Claisen rearrangement to afford structurally interesting bicyclic guanidines. Use of more electron deficient carbodiimides makes these rearrangements more facile; however, there are not sufficient methods for the synthesis of highly electron deficient carbodiimides. Herein reported is the exploration of the synthesis of such carbodiimides from parent ureas and isothioureas and their use in 1,3-diaza-Claisen rearrangements.
