Figure 2. Synthesis of (E,E)-2,5-bis(4’-hydroxy-3’-carboxystyryl)-1-iodobenzene (2).
a, NBS (recrystallized), AIBN (cat), CCl4; b, P(OCH2CH3)3; c, NaOCH3, 3-carbomethoxy-4-methoxybenzaldehyde, CH3OH; d, BBr3, CH2Cl2, −78°C; e, Ac2O, Py; f, Pd(PPh3)4, (n-Bu)3SnSn(n-Bu)3; g, NaI, H2O2; h, NaOH, aq CH3OH.