*2.1. Preparation of Starting Chloro(bromo)methoxynaphthoquinones*

The starting substituted 2-chloro-3,5,8-trimethoxy-1,4-naphthoquinones **5** and **6** were prepared by treatment of appropriated 2,3-dichloro-5,8-dimethoxynaphtalene-1,4-dione and 2,3,6,7-tetrachloro-5,8-dimethoxynaphtalene-1,4-dione with AcONa in dry methanol at reflux as described earlier [27] (Figure 1). Bromination of available hydroxyjuglone derivatives **7** and **8** in chloroform solution according to the work in [28] led to bromoquinones **9** and **10** in good yields, 92%. Subsequent treatment of quinones **9** and **10** in 1,4-dioxane with 0.2 M ethereal diazomethane solution and crystallization from MeOH gave a second pair of initial bromomethoxyjuglones **11** and **12** in yields 85% (Scheme 2), which were identical to such compounds described in [29].

**Figure 1.** Starting derivatives of 5,8-dimethoxy-1,4-naphthoquinone.

**Scheme 2.** Reagents and conditions for synthesis juglone bromomethoxyderivatives **11** and **12**: (i) Br2, H2O2, CHCl3, rt; (ii) CH2N2/1,4-dioxane.
