1254331-99-1Relevant articles and documents
Horner-wadsworth-emmons reagents as azomethine ylide analogues: Pyrrole synthesis via (3 + 2) cycloaddition
Morin, Marie S. T.,St-Cyr, Daniel J.,Arndtsen, Bruce A.
scheme or table, p. 4916 - 4919 (2010/12/25)
Amido-substituted Horner-Wadsworth-Emmons reagents can serve as precursors to 1,3-dipoles for use in cycloaddition. These compounds are assembled in one pot via the TMSOTf-catalyzed Arbuzov reaction of imines, acid chlorides, and phosphites. The coupling of this synthesis with alkyne cycloaddition provides a three-component synthesis of pyrroles. The dipoles can be prepared with a diverse range of imines and acid chlorides, and (3 + 2) cycloaddition with unsymmetrical alkynes is highly regiospecific, providing a modular approach to form substituted pyrroles.