144729-20-4Relevant academic research and scientific papers
The sydnone ring as an ortho-director of lithiation. 2. Dilithiation of 3-phenylsydnone and regiospecific @?o-aryl acylation using N-methoxy-N-methylamides
Turnbull, Kenneth,Sun, Congcong,Krein, Douglas M.
, p. 1509 - 1512 (2007/10/03)
Readily available 3-phenylsydnone (1) reacts with n-butyllithium/TMEDA to form the dilithio species 2 which can be regiospecifically acylated at the ortho-aryl position using N-methoxy-N-methylamides (Weinreb's amides).
Sydnones as Masked Hydrazines for Heterocycle Formation: Reactions of 3-(2-Substituted Phenyl)sydnones with HCl
Gelvin, Christopher R.,Turnbull, Kenneth
, p. 1931 - 1943 (2007/10/02)
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, 1-amino-1H-benzimidazole (47), apparently results from nucleophilic interception by the side chain prior to complete cleavage of the sydnone ring.
