Table 1 Reaction Optimizationa

From: Modular access to alkylfluorides via radical decarboxylative-desulfonylative gem-difunctionalization

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Entry

Variation from the standard conditions

Yield (%)b

1

None

63

2

Fukuzumi dye instead of [Ir]

27

3

4CzIPN instead of [Ir]

36

4c

AgNO3 instead of [Ir]

20

5

Cs2CO3 instead of KHCO3

22

6

K2CO3 instead of KHCO3

28

7

MeCN instead of DCM

22

8

DMF instead of DCM

18

9

THF instead of DCM

25

10

Dioxane instead of DCM

15

11

in dark

Trace

12

without [Ir]

Trace

13

without KHCO3

Trace

14

under air

Trace

  1. aStandard reaction conditions: 1a (0.1 mmol), 2a (0.2 mmol), [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 (2 mol %), Selectfluor (0.3 mmol), and KHCO3 (0.3 mmol) in DCM (1 mL), irradiated with 30 W blue LEDs at 20 oC under N2 for 48 h.
  2. bYield of isolated products.
  3. cAgNO3 (30 mol %) was used without light irradiation.