Figure 6

Reagents and Conditions. (a) Se, CuCl, 1,10-Phenanthroline, Cs2CO3, 1,4-dioxane, 120 °C, reflux, 20 h, 64% yield. (b) Zinc powder, CH3COOH, 75 °C, 15 min, 87% yield. (c) 4-Bromo-1,8-Naphthalic Anhydride, DMF, 75 °C, 2 h (without being separated). (d) Isoamyl nitrite, DMF, 85 °C, 2 h 87% yield. (e) R1(CH2)3NH2, Ethanol, 80 °C, reflux, 2 h, 85% yield. (f) HCl gas, 1–2 h, 75% yield.