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. 2022 Oct 13;12(45):28961–28984. doi: 10.1039/d2ra05531g

Selected resultsfor the Ru–NHC (1–3)b catalyzed one pot tandem β-alkylation reaction of various secondary alcoholsa.

graphic file with name d2ra05531g-u1.jpg
S. No. 2° Alcohol 1° Alcohol Product Ru–NHC (1b) Ru–NHC (2b) Ru–NHC (3b)
Yieldb Yieldb Yieldb
1 graphic file with name d2ra05531g-u2.jpg graphic file with name d2ra05531g-u3.jpg graphic file with name d2ra05531g-u4.jpg 70 72 68
2 graphic file with name d2ra05531g-u5.jpg graphic file with name d2ra05531g-u6.jpg graphic file with name d2ra05531g-u7.jpg 53 61 63
3 graphic file with name d2ra05531g-u8.jpg graphic file with name d2ra05531g-u9.jpg graphic file with name d2ra05531g-u10.jpg 49 62 66
4 graphic file with name d2ra05531g-u11.jpg graphic file with name d2ra05531g-u12.jpg graphic file with name d2ra05531g-u13.jpg 64 63 61
5 graphic file with name d2ra05531g-u14.jpg graphic file with name d2ra05531g-u15.jpg graphic file with name d2ra05531g-u16.jpg 66 59 63
6 graphic file with name d2ra05531g-u17.jpg graphic file with name d2ra05531g-u18.jpg graphic file with name d2ra05531g-u19.jpg 64 64 62
7 graphic file with name d2ra05531g-u20.jpg graphic file with name d2ra05531g-u21.jpg graphic file with name d2ra05531g-u22.jpg 60 70 67
8 graphic file with name d2ra05531g-u23.jpg graphic file with name d2ra05531g-u24.jpg graphic file with name d2ra05531g-u25.jpg 67 66 63
9 graphic file with name d2ra05531g-u26.jpg graphic file with name d2ra05531g-u27.jpg graphic file with name d2ra05531g-u28.jpg 71 65 69
10 graphic file with name d2ra05531g-u29.jpg graphic file with name d2ra05531g-u30.jpg graphic file with name d2ra05531g-u31.jpg 57 62 51
11 graphic file with name d2ra05531g-u32.jpg graphic file with name d2ra05531g-u33.jpg graphic file with name d2ra05531g-u34.jpg 68 61 65
12 graphic file with name d2ra05531g-u35.jpg graphic file with name d2ra05531g-u36.jpg graphic file with name d2ra05531g-u37.jpg 67 62 65
13 graphic file with name d2ra05531g-u38.jpg graphic file with name d2ra05531g-u39.jpg No product
14 graphic file with name d2ra05531g-u40.jpg graphic file with name d2ra05531g-u41.jpg No product
a

Reaction conditions: 1 : 1 : 1 ratio of 1°-alcohol : 2°-alcohol : base 1.00 mmol, 1 mol% of catalyst (1b)/(2b)/(3b), 2.0 mL of toluene at 110 °C for 3 hours.

b

Isolated yields (%).