The ring closing metathesis (RCM) reaction can be used to prepare substituted furans and pyrroles. By utilising a Pdcatalysed coupling reaction with methoxyallene, allylic alcohols and sulfonamides can be converted into substrates that are ideal precursors to ring closing metathesis. After the RCM reaction is complete, the addition of acid promotes an elimination of methanol to form the fully aromatised system.
2005
Furan derivatives R 0060A Metathesis Approach to Aromatic Heterocycles. -A new and versatile route to various furan and pyrrole derivatives is developed. Bisfuran (XVI) and the pyrrolefuran (XIII) are also available under these conditions. -(DONOHOE*, T. J.; ORR, A. J.; GOSBY, K.; BINGHAM, M.; Eur.
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