Arylsulfinyl groups direct the metal-free, regiospecific, nucleophilic ortho-allylation of pyrroles and pyrazoles. Mechanistic studies support the intermediacy of allylsulfonium salts that undergo facile thio-Claisen rearrangement onto the heterocyclic ring, giving products of coupling. The strategy has been adapted to allow regiospecific propargylation of the heterocyclic substrates.
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|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3819180 | PMC |
| http://dx.doi.org/10.1021/ol401786d | DOI Listing |
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