2- Cyano-2-propyl arenesulfonates

Lee s group has published extensive results on aminolysis of sulfonates.278 281 Thus the reactions of anilines witii 2-cyano-2-propyl and 1-cyanocyclooctylarenesulfonates in acetonidile have been stiidied.278 A dissociative, S k2 mechanism with a loose TS is supported from die usual LFERs. An 5k2 mechanism is also found for the reaction in acetone of (Z)-benzyl (X)-benzenesulfonates witii (Y)-pyridines.279 Nucleophilic substiditions witii die cycloalkyhnetiiylsulfonates (306) and anilines in MeOH were also sfridied.280 Finally die reaction of tiiiopheneethyl arenesulfonates (307) with anilines and AvA -dimethylanilines in MeCN has been reported on.281 Frontside-atiack in an 5n2 mechanism witii a four-centre TS is supported. 

Nucleophilic substitution reactions of aniline are also studied at tertiary alkyl carbon centers in MeCN66. The reactions with 2-cyano-2-propyl, 5, and 1-cyanooctyl, 6, arenesulfonates are reported in MeCN at 50.0 °C. 

---

See also in sourсe #XX -- [ ]

---