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. 2024 Nov 29;20:3134–3143. doi: 10.3762/bjoc.20.259

Table 2.

Effect of [1.1.1]propellane (1) equivalents relative to CF3SF4Cl on selectivity.a

graphic file with name Beilstein_J_Org_Chem-20-3134-i002.jpg

entry 1 (equiv) 5 (% yield)b 3 (% yield)b 5:3

1 1.0 80% 10% 7.7:1.0
2 2.0 71% 21% 3.4:1.0
3 3.0 65% 31% 2.1:1.0
4 4.0 55% 40% 1.4:1.0
5 6.0 49% 40% 1.2:1.0
6 8.0 39% 46% 1.0:1.2
7 10 33% 62% 1.0:1.9
8 20 31% 65% 1.0:2.1
9 c 6.0 35% 60% (53%) d 1.0:1.7

aA 0.1 M solution of CF3SF4Cl in n-pentane (0.03 mmol) was added to a 0.8 M solution of [1.1.1]propellane in Et2O under Ar atmosphere and stirred at rt for 3 h. bYield determined by 19F NMR. cCF3SF4Cl was added portion-wise. dIsolated yield.