We have devised a regioselective synthesis of sulfonyl fluoride-functionalized pyrroles via the 1,3-dipolar cycloaddition of münchnones with 1-bromoethene-1-sulfonyl fluoride. The methodology was scalable and could realize the synthesis of a wide variety of functionalized pyrroles. By subjecting the sulfonyl fluoride-functionalized pyrroles to SuFEx conditions, we could generate interesting pyrrole sulfonamides and sulfonates.
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Jayalakshmi Achath
Malu Biju
Sreejith K. Aravindakshan
Organic Letters
Academy of Scientific and Innovative Research
National Institute for Interdisciplinary Science and Technology
NOAA Chemical Sciences Laboratory
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Achath et al. (Wed,) studied this question.
www.synapsesocial.com/papers/69d0ae68659487ece0fa46bb — DOI: https://doi.org/10.1021/acs.orglett.6c01229