1: acetylenecarboxylic acid With 2-nitrobenzeneboronic acid in 1,2-dichloro-ethane T=25°C; 0.166667 h; Inert atmosphere; 2: 1-azidonaphthalene in 1,2-dichloro-ethane T=25°C; Huisgen cycloaddition; 72 h; Inert atmosphere; regioselective reaction;

sodium hydroxide 12 h; Heating;

1: 71 percent / 72 h / Ambient temperature 2: 89 percent / aq. NaOH / 12 h / Heating View Scheme

T=180°C; 3 h;