Table
1
Reductive dehalogenation of various α-halocarbonyl
compounds with indium metal in H2O
and indium powder (86.1 mg, 150 M%) were added. The
solution was heated to 60 ЊC for 4 h, and water (2 cm3) was
added. The solution was extracted with chloroform (5 × 3 cm3),
and the solution was concentrated under reduced pressure
after drying over MgSO4. The oily residue was purified by
filtration over a short column of silica gel using n-hexane–ethyl
acetate (6:1) as eluant to give 57.3 mg (96%) of aceto-
phenone 2b as a colorless oil after evaporation of the solvent.
The product was identical in all respects with an authentic
sample.
0.01 M SDS
in H2O
In H2O
α-Halocarbonyl
compounds 1
Temp./ Time/ Yield Time/ Yield
Entry
ЊC
h
(%)d
h
(%)d
a
80
6
94e
3
>99
b
c
60a
60
5
94e
4e
4
3
96
Acknowledgements
This work was fully supported by the Korea Institute of
Science and Technology and the Ministry of Science and
Technology.
24
96e
d
50
7
NRf
6
88e
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General method for the reductive dehalogenation of
ꢀ-halocarbonyl compounds†
Acetophenone (2b). To a stirred 0.01 M aqueous solution (0.5
cm3) of SDS, α-bromoacetophenone 1b (99.5 mg, 0.5 mmol)
J. Chem. Soc., Perkin Trans. 1, 2000, 4462–4463
4463