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Representative Experimental Procedure for Allylation of Active Methylene Compound (entry 1, Table 1, To a stirred mixture of tetrabutylammonium bromide (323 mg, 1 mmol) and PdCl2 (7 mg, 0.04 mmol) in THF (4 mL) were added allyl acetate (250 mg, 2.5 mmol, acetylacetone (100 mg, 1 mmol, and K2CO3 (414 mg, 3 mmol, The mixture was then heated at reflux for 6 h (TLC, After being cooled THF was evaporated and the residue was extracted with Et2O (3 x 10 mL, The ether extract was washed with brine, dried (Na2SO4, and evaporated to leave the crude product, which was purified by column chromatography over silica gel (ether-hexane 10:90) to afford the pure product, 3,3-diallylpentane-2,4-dione, as a yellow oil (150 mg, 82, IR (neat) 2979, 1739, 1697, 1639 cm-1; 1H NMR (300 MHz, CDCl3) δ 2.06 (s, 6H, 2.61 (d, J, 7.3 Hz, 4H, 5.04-5.11 (m, 4H, 5.42-5.53 m, 2H, 13
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2c The solid residue after organic extract containing Pd(0) nanoparticles was reused for subsequent reactions (no loss of efficiency up to three runs).
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