Efficient Medium Ring Size Bromolactonization Using a Sulfur-Based Zwitterionic Organocatalyst

Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 °C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.