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. 2018 Jan 5;9(7):1964–1969. doi: 10.1039/c7sc04079b

Table 2. The effect of solvent a .

Inline graphic
Entry Solvent 3aa
Recovery of 1a b (%)
Yield b (%) ee c (%)
1 d CH3CHCl2 60 64 30
2 e CH3CCl3 24 67 64
3 d THF 6 n.d. f 94
4 DME 80 10 3
5 MTBE 59 52
6 Dioxane 54 46 34
7 PhCH3 68 79 5
8 o-Xylene 69 87 25
9 m-Xylene 66 88 27
10 p-Xylene 71 87 24
11 g Benzene 69 85 27
12 h Benzene 83 i 94

aUnless indicated otherwise, the experiments were performed with 1a (0.2 mmol), 2a (0.24 mmol), Pd2(dba)3·CHCl3 (0.005 mmol), L10 (0.015 mmol), and Cs2CO3 (0.4 mmol) in solvent (2 mL) for 23 h at 80 °C under Ar atmosphere.

bThe yield and recovery were determined by 1H NMR analysis using 1,3,5-trimethylbenzene as the internal standard.

cThe ee values were determined by HPLC analysis.

dThe reaction was conducted at 70 °C.

eReaction time: 22.5 h.

fn.d. = not determined.

gReaction time: 21 h.

hThe reaction was conducted with 1a (0.5 mmol), 2a (1.0 mmol), Pd2(dba)3·CHCl3 (0.0125 mmol), L10 (0.0375 mmol), and Cs2CO3 (1.0 mmol) in benzene (6 mL) for 0.5 h at rt, then 39 h at 90 °C under Ar atmosphere.

iIsolated yield.