芳胺重氮化，接着再和芳基磺酰胺（TsNH2）反应得到芳基叠氮的反应。

反应机理

Phenylazide (4).1 (4.6 g, 50 mmol) in 25 mL H2O and 35% HCl (15 mL) was diazotized with aq NaNO2 (3.5 g, 55 mmol). After diazotization (starch-iodine paper), p-toluenesulfonamide 3 (8.5 g, 50 mmol) in water (175 mL) and NaOH (6 g, 150 mmol) were added. After 10–15 min, filtration afforded 8 g of 4 (85%), mp 85 C.

【Dutt PK, Wormall A， J Chem Soc， 1921， 119， 2088】

1 Dutt PK, Wormall A J Chem Soc 1921 119 2088

2 Dutt PK J Chem Soc 1924 125 1463

3 Bretschnelder H Monatsh 1950 81 970

4 Hassner A Angew Chem Int 1986 25 478

5 Bols M J Org Chem 2003 68 9453

6 Zimmermann V Angew Chem Int 2005 44 5188

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 134。