205253-29-8Relevant academic research and scientific papers
Radical cyclisation onto imidazoles and benzimidazoles
Aldabbagh, Fawaz,Bowman, W. Russell
, p. 4109 - 4122 (2007/10/03)
New synthetic methodology has been developed for the synthesis of [1,2- a]fused imidazoles and benzimidazoles using intramolecular homolytic aromatic substitution. In the intramolecular substitution, N-(ω-alkyl) radicals are generated using Bu3SnH from N-(ω-phenylselanyl)alkyl side chains. Phenylselanyl groups are used as radical leaving groups to avoid problems in the N-alkylation of imidazoles and benzimidazoles. Arylsulfones for imidazoles, and phenylsulfides for benzimidazoles, are used at the leaving groups in the homolytic substitutions.
New [1,2] rearrangement of p-toluenesulfonyl group in azoles by n-butyllithium
Jeon, Dong Ju,Yu, Dong Wook,Kim, Hyoung Rae,Ryu, Eung K.
, p. 155 - 159 (2007/10/03)
A new type of [1,2] rearrangements of toluenesulfonyl group from nitrogen to neighboring carbon atom by n-butyllithium in tetrahydrofuran has been achieved in azoles, where the addition of lithium bromide accelerated the reaction in good yields.
Radical cyclisation onto imidazoles and benzimidazoles
Aldabbagh, Fawaz,Bowman, W. Russell
, p. 3793 - 3794 (2007/10/03)
A new protocol for the synthesis of [1,2-a]-fused benzimidazoles and imidazoles has been developed using intramolecular homolytic aromatic substitution via ω-alkyl radicals generated from 1-(ω-benzeneselenylakyl)-2(benzenesulfenyl)- benzimidazoles and -2-(p-toluenesulfonyl)imidazoles.
