Chlorination of aromatic rings

Bromination and chlorination of aromatic rings are easily achieved, but fluorination and iodination are less common. Fluorination is a violent process and is difficult to control, while iodination is often slow, with poor yields in many cases. In Chapter 23, we will see more efficient methods for instaUing F or I on a benzene ring. 

Additionally, the use of SO2CI2 has been associated with the undesired chlorination of aromatic rings." Willis has also utilised amine addition to DABSO for the synthesis of diarylsulfamides in yields ranging from 51-73% (Scheme 13.16)." ... 

---