Novel Elongated Phosphoranes by Heck-Reaction and Pd(0)-Catalysed Alkynylation and their Use in C-7 Group Functionalisation in Estrones

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Halobenzoylmethylidenephosphoranes 3 are reacted under C-C bond formation to give a number of novel elongated phosphoranes 5 and 6. The C-C bond formation could be achieved both under Heck conditions and by metal-catalyzed ethynylation reaction. The products, desactivated phosphoranes, can be reacted in Wittig-olefinations with aldehydes. Exemplary use of the phosphoranes is shown in the C-7 chain functionalisation in synthetic estrones, which may be valuable precursors for radioligands in early breast cancer diagnosis.

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