Ni-Catalyzed Mild Synthesis of Sulfonylurea via Tandem Coupling of Sulfonyl Azide, Isocyanide, and Water
S. Ravindra, Shivam Kumar Dubey, Ramesh Kataria, Ganesh Chandra Nandi
Abstract
An efficient, mild, and novel route is developed to synthesize sulfonylurea via the nickel-catalyzed tandem coupling of sulfonyl azide, isocyanide, and water in aqueous media. The sulfonyl azide is expected to act as a nitrene precursor, which upon reaction with isocyanide generates carbodiimide. Herein, water acts as a nucleophile and reacts with carbodiimide to deliver the product. The protocol uses an inexpensive nickel catalyst, environmentally friendly water (as the nucleophile), and room temperature and provides products in moderate to good yields.
Topics & Concepts
SulfonylIsocyanideCarbodiimideChemistryNucleophileAzideCatalysisCombinatorial chemistryNitreneSulfonylureaNickelAqueous solutionOrganic chemistryEndocrinologyAlkylMedicineInsulinSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques