Skip to main content
. 2011 Oct 17;7:1421–1435. doi: 10.3762/bjoc.7.166

Table 3.

Effect of the temperature on the halogenation of 6 with catalyst K2.a

graphic file with name Beilstein_J_Org_Chem-07-1421-i003.jpg

Entry Reagent Solvent T (°C) t (h) Product ee (%)

1 F–TEDA MeCN 0 0.3 6-F 86
2 F–TEDA MeCN rt 0.15 6-F 88
3 F–TEDA MeCN 50 <0.3 6-F 79
4 NFSI CH2Cl2 −25 b 6-F 89b
5 NFSI CH2Cl2 0 19 6-F 91
6 NFSI CH2Cl2 rt 10 6-F 87.5
7 NCS MeCN rt 0.5 6-Cl 82
8 NCS CH2Cl2 0 7 6-Cl 90

aReactions were run to complete conversion (TLC), unless otherwise mentioned. bAnalysis at 15% conversion. Complete conversion occurred after warming to rt.