The usefulness of the intermolecular cohalogenation in organic synthes
is is reviewed. After a short background of this almost centenarian re
action we develop some mechanistic considerations in order to explain
briefly the exceptional regio-, chemo- and stereoselectivity of this s
imple process, which allows the facile preparation of various bifuncti
onal derivatives. Cohalogenation with oxygen and nitrogen containing n
ucleophiles such as water, hydrogen peroxide, carboxylic acid derivati
ves, alcohols, ethers, nitriles, amines and pseudohalogens are present
ed successively in wide detail and we focus on the different applicati
ons of the cohalogenated compounds. The synthetic potential of such mi
xed halogenations is illustrated by the numerous examples in which the
se reactions have provided powerful simplification in the functionaliz
ation and in the synthesis of natural and medicinal products.