Table 1. Optimizing the Conditions for the Bromination and Chlorination of Benzonorbornadiene^a.

^aReaction conditions: Benzonorbornadiene (1k) (0.5 mmol), Selectfluor (209 mg, 0.6 mmol), and TBAC (333 mg, 1.2 mmol) or TBAB (386 mg, 1.2 mmol), 2 mL of CH₃CN, 5 min and room temperature for bromination, 2 h and 100 °C for chlorination. Conversions were calculated by ¹H NMR with 1,3-dinitrobenzene as an internal standard.