Effect of N-substituent in O-succinimidyl carbamates on pathway of the reaction

September 12, 2024

• Title:       

  Effect of N-substituent in O-succinimidyl carbamates on pathway of the reaction

• Image Source:

  Conversion of O-succinimidyl carbamates to N-(O-carbamoyl)-succinmonoamides and ureas: Effects of N-substituents and reaction conditions on the reaction pathway

• Mark:

  Figue 1

• Associated context:

  Regarding a suitable molecular model, some years ago the synthesis of ureas from N-indoline-O-suc-  cinimidyl carbamate, a derivative of a secondary N-aryl-N-alkyl carbamate, was published. Reported yields were poor and the authors used chromatography columns for purification from multiple products. We surmised that this might be due to the formation of ring opening products (B) as well as the expected areas (A)  in the reaction scheme in Fig. 1.