Bromine-lithium exchange of 3-bromo-1 -(trilsopropylsilyl) pyrrole 6 followed by treatment with N-fluorobenzenesulfonimide gave the fluoropyrrole 8. Application of this methodology to the highly functionalized pyrrole 1 afforded the fluoropyrrole 4, which was found to be inaccessible by other approaches.
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Barnes et al. (1994) studied this question.
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