A new synthesis of indanes with monofluorinated and gem-difluoroalkyl side chains

• New developments in the chemistry of mono- and gem-difluoro propargylic derivatives.
• New developments of intramolecular enyne metathesis reactions in fluorine chemistry.
• Development and synthesis of novel in danes-type scaffolds with fluorinated side chains.

The preparation of the new title compounds has been performed using a short and efficient strategy. Starting from appropriately substituted propargylic fluorides, intramolecular enyne metathesis reactions afford in excellent yields 1,3 dienes with the fluorinated side chains in internal position. Then, simple Diels–Alder-aromatisation sequences complete the synthesis of the target molecules.

Novel indanes with fluorinated side chains are efficiently prepared by a short sequence of reactions involving intramolecular enyne metathesis, followed by Diels–Alder-aromatisation reactions.Figure optionsDownload as PowerPoint slide