Compound 35, with the alkyne directly attached to the phenyl ring was synthesized from 2-(4iodophenyl)acetonitrile (31, Scheme 1B). A Claisen-type condensation between 31 and ethyl acetate, followed by condensation with hydroxylamine and subsequent intramolecular cyclisation, gave the 5-amino-3-methylisoxazole 33. A Sonogashira coupling was used to append the alkyne motif to the iodide 33, giving the TMS-protected alkyne 34 (Scheme 1B). Deprotection of the TMS group under basic conditions yielded the free alkyne 35. Compound 39, with a propargyl group attached to the phenol was synthesized from 2-(4-hydroxyphenyl)acetonitrile 36 (Scheme 1C). In this case, the propargyl group was first attached to the phenol using an alkylation reaction. Subsequent condensation and cyclisation, as described above, gave the 5-amino-3-methylisoxazole 39.