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. Author manuscript; available in PMC: 2024 Jun 12.
Published in final edited form as: Tetrahedron. 2023 Apr 14;139:133364. doi: 10.1016/j.tet.2023.133364

Table 2.

Development of sulfonyl fluorination of aryl diazonium salts.

graphic file with name nihms-1968513-t0005.jpg

Entry Substrate Product Yield (%)a

1 graphic file with name nihms-1968513-t0006.jpg graphic file with name nihms-1968513-t0007.jpg 73
2 48
3 26
4 43
5 38
6 graphic file with name nihms-1968513-t0008.jpg graphic file with name nihms-1968513-t0009.jpg 49
7 graphic file with name nihms-1968513-t0010.jpg graphic file with name nihms-1968513-t0011.jpg 36
8 45
9 graphic file with name nihms-1968513-t0012.jpg graphic file with name nihms-1968513-t0013.jpg 33
10 graphic file with name nihms-1968513-t0014.jpg graphic file with name nihms-1968513-t0015.jpg 34

Reaction conditions: Diazonium salt 2 (0.23 mmol), Ru(bpy)3Cl2·6H2O (5 mol%), DABSO (1.5 equiv), NFSI (12 equiv), 467 nm Kessil lamp, MeCN (0.1 M), 23 °C, 21 h.

(a)

Isolated yield.