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Regiocontrolled halogen dance of 2,5-dibromopyrroles using equilibrium between dibromopyrrolyllithiums.

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A regiocontrolled halogen dance reaction of 2,5-dibromopyrroles is described. An N,N-dimethylsulfamoyl group on the pyrrole nitrogen was especially effective for facilitating interconversion of the resulting 2,3- and 2,4-dibromopyrrolyllithiums, rendering the… Click to show full abstract

A regiocontrolled halogen dance reaction of 2,5-dibromopyrroles is described. An N,N-dimethylsulfamoyl group on the pyrrole nitrogen was especially effective for facilitating interconversion of the resulting 2,3- and 2,4-dibromopyrrolyllithiums, rendering the smooth halogen dance reaction. This method was applicable to the formal synthesis of atorvastatin.

Keywords: halogen; regiocontrolled halogen; halogen dance; dance dibromopyrroles; dibromopyrroles using

Journal Title: Chemical communications
Year Published: 2023

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