Table 2.
C–N-bond-formation cross coupling of N-protected 4-bromo-7-azaindoles 1 with amides 2.
![]() | |||||
Entry | 7-Azaindole 1 | Amide 2 | Product 3a | Time (h) | Yield (%)b |
1 |
![]() 1a |
![]() 2a |
– | 24 | NRc |
2 |
![]() 1b |
![]() 2a |
– | 5 | 0d |
3 |
![]() 1c |
![]() 2a |
![]() 3a |
2 | 95 |
4 |
![]() 1c |
![]() 2b |
![]() 3b |
3 | 85 |
5 |
![]() 1c |
![]() 2c |
![]() 3c |
2.5 | 92 |
6 |
![]() 1d |
![]() 2d |
![]() 3d |
3 | 91 |
7 |
![]() 1d |
![]() 2e |
![]() 3e |
3 | 89 |
8 |
![]() 1d |
![]() 2f |
![]() 3f |
3 | 85 |
9 |
![]() 1e |
![]() 2a |
![]() 3g |
2 | 95 |
aReactions of N-protected 7-azaindoles 1 (1.0 mmol) with amides 2 (1.2 mmol) were performed in a sealed Schlenk tube at 100 °C in dioxane (2 mL) by using Pd(OAc)2 (5 mol %), Xantphos (10 mol %) and base (1.5 mmol). bYields reported are isolated yields. cNR no reaction. dDesulfonation reaction takes place.