Sulfonyl pyrroles, obtained regioselectively from commercial N-triisopropylsilylpyrrole, undergo removal of the arylsulfonyl group under basic or acidic conditions to give vinylogous imino-like derivatives (see scheme; TIPS=triisopropylsilyl). These electrophilic intermediates react with nucleophilic reagents to give 3-functionalized pyrroles.
Regioselective Synthesis of 3-Substituted Pyrroles by Nucleophilic Addition of 3-(1-Arylsulfonylalkyl) Pyrroles Activated under Basic or Acid Conditions
MARTINELLI, FABIO;PALMIERI, Alessandro;PETRINI, Marino
2011-01-01
Abstract
Sulfonyl pyrroles, obtained regioselectively from commercial N-triisopropylsilylpyrrole, undergo removal of the arylsulfonyl group under basic or acidic conditions to give vinylogous imino-like derivatives (see scheme; TIPS=triisopropylsilyl). These electrophilic intermediates react with nucleophilic reagents to give 3-functionalized pyrroles.File in questo prodotto:
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