Dipyrrolidinomethylaminophosphoric acid triamide (DPMPA) as an activator for the samarium diiodide-mediated reduction of alkyl and aryl halides

The use of the conjugate base of dipyrrolidinomethylaminophosphoric triamide (DPMPA−) as an activator of samarium diiodide is reported. This phosphoramidate has been shown to be a very potent ligand, allowing for the efficient, low-temperature reduction of alkyl and aryl chlorides. Reductive cyclizations of haloalkenylnaphthalenes are also reported.