The alkylation of (Z)-3-aryl-2-fluoroallyl acetate with the malonate anion by the [Pd(C3H5)(cod)]BF4/2,2'-bpy catalyst proceeds through the carbon-fluorine bond cleavage, and 2 equiv of the malonate nucleophile was introduced to the allyl substrate.

The palladium-catalyzed reaction of 2,3,3-trifluoroallyl esters with several types of amines afforded trifluoromethylenamines, which were formed by the addition of a nitrogen nucleophile at the C-2 position and the intramolecular construction of the trifluoromethyl group via the fluorine atom shift from the C-2 to the C-3 position.

The palladium-catalyzed alkylation reaction of 2,3,3-trifluoroallylic carbonates with indoles afforded a trifluoromethyl group possessing 3-substituted indole derivatives. The reaction proceeded via attack of the C-3 carbon of the indoles onto the C-2 position of the allylic moiety and intramolecular construction of the trifluoromethyl group by the intramolecular fluorine atom shift from the C-2 position to the C-3 position of the allyl unit.

No abstract

Copper-Catalyzed Regioselective Allylic Cyanation of Allylic Compounds with Trimethylsilyl Cyanide. -(MUNEMORI, D.; TSUJI, H.; UCHIDA, K.; SUZUKI, T.; ISA, K.; MINAKAWA, M.; KAWATSURA*, M.; Synthesis 46 (2014) 20, 2747-2750, http://dx.doi.org/10.1055/s-0034-1378322 ; Dep. Chem. Biotechnol., Grad. Sch. Eng., Tottori Univ., Koyama, Tottori 680, Japan; Eng.) -M. Tismer 13-060