Metal-free aminosulfonylation of aryldiazonium tetrafluoroborates with DABCO⋅(SO2)2 and hydrazines.
The coupling of aryldiazonium tetrafluoroborates, DABCO⋅(SO2)2, and hydrazines under metal-free conditions leads to the formation of aryl N-aminosulfonamides. The reaction proceeds smoothly at room temperature and shows broad functional-group tolerance. A radical process is proposed for this transformation.
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433 (China).
Danqing
D
Zheng
Yuanyuan
Y
An
Zhenhua
Z
Li
Jie
J
Wu
D000586:Amination; D001881:Borates / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D054879:Halogenation; D006834:Hydrazines / Q000737:chemistry*; D010879:Piperazines / Q000737:chemistry*; D012492:Salts / Q000737:chemistry; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D013458:Sulfur Dioxide / Q000737:chemistry*
D001881:Borates; D003979:Diazonium Compounds; D006834:Hydrazines; D010879:Piperazines; D012492:Salts; D013449:Sulfonamides; D013458:Sulfur Dioxide; C007306:triethylenediamine
aminosulfonylation; aryldiazonium salt; hydrazine; metal-free conditions; sulfur dioxide