Regio- and Stereoselective Installation of Bromide onto Vinyl Sulfonyl Fluorides: Construction of a Class of Versatile Sulfur Fluoride Exchange Hubs.

A convenient protocol for the exclusively regio- and stereoselective installation of a bromine atom on the 2-arylvinylsulfonyl fluorides using lithium bromide (LiBr) as the bromine source was described, providing ( Z )-1-bromo-2-arylethene-1-sulfonyl fluorides ( Z -BASF) with versatile reactive handles (bromide, vinyl, and sulfonyl fluoride) in ≤88% yield. Meanwhile, Z -BASF molecules displayed various reactivities in a series of chemical transformations.