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. 2015 Oct 15;17(21):5356–5359. doi: 10.1021/acs.orglett.5b02715

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.

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a

Isolated yield of analytically pure product.

b

TMPMgCl·LiCl (1.1 equiv, 0 °C) was used.

c

CuCN·2LiCl solution was added.

d

ZnCl2 solution was added. Pd-catalyzed acylation reaction using 10 mol % Pd(PPh3)4.

e

Cross-coupling conditions: ZnCl2 transmetalation, 3 mol % Pd(dba)2, 6 mol % tfp.

f

TMPMgCl·LiCl (1.1 equiv, −20 °C) was used.

g

TMP2Zn·2MgCl2·2LiCl (1.1 equiv, 0 °C) was used.