Table 1 Optimization of reaction conditions^a

^aReaction conditions: 1a (0.1 mmol), 2a (0.15 mmol), 3a (0.15 mmol), Ni catalyst (10 mol%), ligand (12 mol%), reductant (0.3 mmol), solvent (1 mL), 35 °C, 36 h, N₂ atmosphere. Yields are determined by GC using dodecane as the internal standard.
^bThe isolated yield was shown in parentheses on 0.3 mmol scale.
^cNiBr₂ (5 mol%) was used.
^d2a (0.12 mmol) was used.
^e3a (0.12 mmol) was used. DME dimethyl ether, DMA N,N-dimethylacetamide, acac acetylacetonate, COD 1,5-cyclooctadiene, DMSO dimethyl sulfoxide, EtOAc ethyl acetate, TDAE tetrakis(dimethylamino)ethylene.

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