Table 1.

Synthesis of thiophenylazobenzenes 4 b–l using dithiophenylzinc reagents and aryldiazonium tetrafluoroborates (6) as building blocks.

Entry	R1	R2	Product	Isolated yield [%]
1	H	H	4 b	59
2	H	4‐OMe	4 c	42
3	H	4‐CN	4 d	70
4	H	4‐CF3	4 e	61
5	H	3‐OMe	4 f	20[a]
6	H	3‐CN	4 g	60
7	OMe	H	4 h	24
8	OMe	4‐CN	4 i	48
9	Me	4‐CN	4 j	70
10	Me	4‐CF3	4 k	54
11	CN	H	4 l	0.3[b]

[a] The 3‐methoxybenzenediazonium salt 6 f was added neat in small portions to the thiophenylzinc reagent at −60 °C due to its instability in solution. [b] The Grignard reagent was directly added to the diazonium suspension at −80 °C.