Table 4.

C–N-bond-formation cross coupling of N-protected 4-bromo-7-azaindoles 1 with amines 4.

Entry	7-Azaindole 1	Amine 4	Product 5a	Time (h)	Yield (%)b
1	1a	4a	–	24	NRc
2	1b	4a	–	3	0d
3	1c	4a	5a	2.5	92
4	1c	4b	5b	3	91
5	1c	4c	5c	3	88
6	1d	4d	5d	2.5	93
7	1d	4e	5e	2.5	90
8	1d	4f	5f	3	94

^aAll reactions were carried out at 100 °C by using N-substituted 4-bromo-azaindoles 1 (1.0 mmol), amines (1.2 mmol), Cs₂CO₃ (1.5 mmol), Pd₂(dba)₃ (5 mol %), Xantphos (10 mol %), and 2 mL of dioxane. ^bYields reported are isolated yields. ^cNR: no reaction. ^dDesulfonation reaction takes place.