Allyl sulfones as synthons for 1,1- and 1,3-dipoles via organopalladium chemistry

Metal catalyzed allylic alkylation: its development in the Trost laboratories

“… Indeed, the allylsulfone 12 undergoes typical Pd(0) catalyzed substitution at the less hindered allyl terminus with overall retention of configuration to malonate 13 as depicted in eq 7. 11 The benefit of the sulfone is the utility of the sulfone group to acidify the C-H bonds on the carbon bearing the sulfone. Thus, the allyl sulfone 11b , can be readily methylated via an intermediate metalated sulfone.…”

Organic oxidations promoted in vortex driven thin films under continuous flow

“…38,39 This outcome was quite reasonably attributed to the low miscibility of the polar hypochlorite salts and the hydrophobic allyl phenyl sulfide, which prompted the development of various phase transfer catalysts to provoke this two phase reaction. 38,39 As allyl sulfides and their corresponding sulfoxides and sulfones are highly useful in synthesis, [40][41][42][43][44][45] we were curious as to whether or not the intense micro-mixing in the VFD would enable oxidation of organic sulfides in bleach without recourse to organic solvents, surfactants or phase transfer catalysts. First, allyl phenyl sulfide (3) was reacted directly with 10 and 20 equivalents of bleach oxidant in batch mode, where the mixture was simply stirred with a stirring bar for 40 minutes at room temperature.…”

Solid catalysts for the production of fine chemicals: the use of natural phosphate alone and doped base catalysts for the synthesis of unsaturated arylsulfones

“…2 Their importance is due to the fact that arylsulfonyl groups can stabilise adjacent carbanions 3 and may easily be removed by hydrolysis, reduction or elimination 4 and, when appropriate, may be eliminated to introduce carboncarbon double bonds into organic molecule. 5 Thus they are useful temporary activating groups for alkylation, 6 acylation 7 and addition reactions.…”