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. 2017 Mar 20;8(5):3885–3890. doi: 10.1039/c7sc00483d

Table 1. Optimization of fluoroalkene synthesis a .

Inline graphic
Entry Catalyst F+ (equiv.) T (°C) Yield b (%)
1 [Rh(cod)2]BF4 NFSI (1.5) 23 58
2 [Ir(cod)Cl]2 NFSI (1.5) 23 60
3 [RuCl2(p-cymeme)]2 NFSI (1.5) 23 59
4 NFSI (1.5) 23 61
5 Selectfluor 23 <5
6 K2CO3 NFSI (1.5) 23 55
7 In the dark NFSI (1.5) 23 60
8 Ag2CO3 NFSI (1.5) 23 54
9 CuCl NFSI (1.5) 23 50
10 NFSI (1.5) 40 66
11 NFSI (2.0) 40 70
12 NFSI (2.0) 40 82 (4a) c

aThe reactions were carried out with 0.2 mmol of 1a and 100 mg of a 4 Å molecular sieve in 2 mL of toluene open to air using commercially available NFSI.

bIsolated yields.

cThe isolated yield of alcohol 4a after the reduction of the aldehyde.