“…A 25 mL pear-shaped flask equipped with a rubber septum and argon inlet needle was charged with carbamate 10 (0.177 g, 1.0 mmol, 1.0 equiv), K 3 PO 4 (0.444 g, 0.21 mmol, 2.0 equiv), CuSO 4 ·5H 2 O (0.026 g, 0.11 mmol, 0.10 equiv), 1,10-phenanthroline (0.036 g, 0.21 mmol, 0.20 equiv), and 0.5 mL of toluene. A solution of 1-bromooctyne 12 (0.217 g, 1.2 mmol, 1.1 equiv) in 0.5 mL of toluene was added via cannula over 1 min (0.5 mL of toluene rinse).…”