Table 2. Preparation of 4,5-Disubstituted TTF-Derivatives of Type 7 by Metalation of the Monosubstituted TTFs 6c, 6g, and 6i with Mg- and Zn-TMP-Bases.


Isolated yield of analytically pure product.
TMPMgCl·LiCl (1.1 equiv, 0 °C) was used.
CuCN·2LiCl solution was added.
ZnCl2 solution was added. Pd-catalyzed acylation reaction using 10 mol % Pd(PPh3)4.
Cross-coupling conditions: ZnCl2 transmetalation, 3 mol % Pd(dba)2, 6 mol % tfp.
TMPMgCl·LiCl (1.1 equiv, −20 °C) was used.
TMP2Zn·2MgCl2·2LiCl (1.1 equiv, 0 °C) was used.