Table 2 Reaction conditions for the synthesis of 6

From: Copper-catalyzed oxidative benzylic C-H cyclization via iminyl radical from intermolecular anion-radical redox relay

View full size image

Entrya

PhCN (equiv)

tBuOK (equiv)

t (h)

6d (%)

1b

5

4

11

93

2

2.5

2.5

24

92

3

2

2

36

75

4

2

3

24

91

5

1.5

3

24

85

  1. aConditions: 5d (1 mmol), 2a (1.5–5 mmol), CuSO4 (2 mol%), tBuOK (2–5 mmol), dioxane (0.75 mL), argon. Yields were determined by 1H NMR
  2. bAt 60 °C