Sydnones as masked hydrazines for heterocycle formation: Reactions of 3??(2??substituted phenyl) sydnones with HCl
CR Gelvin, K Turnbull
Index: Gelvin, Christopher R.; Turnbull, Kenneth Helvetica Chimica Acta, 1992 , vol. 75, # 6 p. 1931 - 1943
Full Text: HTML
Citation Number: 33
Abstract
Abstract In general, reaction of 3-(2-substituted phenyl) sydnones with HCl gives products derived from cleavage of the sydnone ring to the corresponding hydrazine and subsequent cyclization to the side chain. In one case, 3-(2-aminophenyl) sydnone (43), the product obtained, l-amino-lH-benzimidazole (47), apparently results from nucleophilic interception by the side chain prior to complete cleavage of the sydnone ring.
Related Articles:
A Photochemical One-Pot Three-Component Synthesis of Tetrasubstituted Imidazoles
[Tang, Guo; Ji, Tao; Hu, An-Fu; Zhao, Yu-Fen Synlett, 2008 , # 12 p. 1907 - 1909]
[Wang, Xiaoxia; Zhang, Yongmin Tetrahedron, 2003 , vol. 59, # 23 p. 4201 - 4207]
[Wang, Xiaoxia; Zhang, Yongmin Tetrahedron, 2003 , vol. 59, # 23 p. 4201 - 4207]
[Wang, Xiaoxia; Zhang, Yongmin Tetrahedron, 2003 , vol. 59, # 23 p. 4201 - 4207]
[Wang, Xiaoxia; Zhang, Yongmin Tetrahedron, 2003 , vol. 59, # 23 p. 4201 - 4207]