Table 2. Scope for the bromination of phenyl sulphides 1 ^{a , b} .

^aUnless otherwise stated, reactions were performed on a 0.5 mmol scale at 0.17 M (3 mL) using 0.5 mmol of Br₂ as 1.0 M solution in CH₂Cl₂; reaction progress was monitored by ¹H NMR using a stock solution of styrene in CDCl₃ (0.03 M).

^bIsolated yield after SiO₂ chromatography.

^cRun at 0.33 M (1.5 mL).

^d5.0 mmol scale.

^eReaction performed in DCE at 50 °C.

^fRun with 1.0 mmol (2.0 equiv.) of Br₂.

^gContains 8% alkene.

^hIsolated yield after trituration or recrystallisation.

ⁱYield of the corresponding trifluoroethyl ether derivative.

^{j 1}H NMR yield using CH₂Br₂ as the internal standard.

^kIsolated yield contains 26% 3,4-dibromide side-product.