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. 2023 Jul 26;14(32):8672–8680. doi: 10.1039/d3sc02345a

Optimization studies for cobalt-catalyzed selective alkyldifluoroalkylation of dienoate with alkylzinc pivalate 3a-Ia.

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Entry Variation Yieldb (%) Entry Variation Yieldb (%)
1 CoCl2 57 8 CoCl(PPh3)3 Trace
2 CoBr2 58 9 CoI2 78c
3 CoI2 62 10 TMEDA 68c,d
4 Co(acac)2 56 11 1,10-Phen 54c,e
5 Co(acac)3 34 12 Dppbz 31c,e
6 CoBr2·DME 49 13 Dcype 55c,e
7 Co(OAc)2 46 14 Without [Co] 0c
a

Reaction conditions: 1a (2.0 equiv.), 2a (0.15 mmol, 1.0 equiv.), 3a-I (2.0 equiv.), [Co] (10 mol%), MeCN (1.5 mL), 25 °C, 16 h.

b

Isolated yields.

c

1a (0.15 mmol, 1.0 equiv.), 2a (1.5 equiv.), 3a-I (2.5 equiv.).

d

TMEDA (30 mol%) as the ligand.

e

Ligand (11 mol%).