Table 1 Reaction optimization

From: Rhodium-catalysed direct hydroarylation of alkenes and alkynes with phosphines through phosphorous-assisted C−H activation

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Entry

Variation from the standard conditions

Yield of 3aa (%)a

1

None

89 (75)b

2

Using [Rh(coe)2Cl]2 instead of [Rh(cod)Cl]2

79

3

[Rh(CO)2Cl]2 instead of [Rh(cod)Cl]2

75

4

[Ir(cod)Cl]2 instead of [Rh(cod)Cl]2

0

5

Without [Rh(cod)Cl]2

0

6

Without NaHCO3

18

7

Using Na2CO3 instead of NaHCO3

66

8

Using Xylene

85

9

At 130 °C

80

10

At 100 °C

59

  1. Reaction conditions: 2.5 mol% [Rh(cod)Cl]2, 1a (0.20 mmol), 2a (0.20 mmol), NaHCO3 (0.60 mmol) in 1 mL toluene, at 140 °C, 3 h, under argon aGC yield bIsolated yield