Preparation of Sulfenyl Pyrroles

Abstract

Sulfenyl groups are attracting interest as masking/protecting groups for pyrroles. A facile one-step synthesis of sulfenyl pyrroles, involving the reaction of pyrroles with N-(aryl- and alkyl­thio)phthalimides in the presence of MgBr₂, is reported and the methodology extends to include sulfinyl pyrroles. The one-step procedure gives good yields and is more efficient and practical than current multistep protocols to sulfenyl pyrroles that involve thio­cyanato pyrrolic intermediates. A convenient procedure for the synthesis of N-(aryl- and alkylthio)phthalimides is also reported.

Key words

pyrrole - thiophthalimide - magnesium bromide - sulfenylation - sulfinylation

References and Notes

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