15728-50-4Relevant academic research and scientific papers
An Intramolecular C(sp2)–H Amidation Using N-Iodosuccinimide
Alam, Md Toufique,Maiti, Saikat,Mal, Prasenjit
, p. 4178 - 4186 (2018/08/21)
An N-iodosuccinimide (NIS) mediated intramolecular dehydrogenative C(sp2)–H amidation is reported for easy and convenient access to 1,2-disubstituted benzimidazoles. The nonprefunctionalized C(sp2)–H and N(sp3)–H bonds wer
Iridium(III)-Catalyzed One-Pot Access to 1,2-Disubstituted Benzimidazoles Starting from Imidamides and Sulfonyl Azides
Xu, Linhua,Wang, Lianhui,Feng, Yadong,Li, Yudong,Yang, Lei,Cui, Xiuling
supporting information, p. 4343 - 4346 (2017/08/23)
A novel Ir-catalyzed annulation of imidamides with sulfonyl azides has been developed. 1,2-Disubstituted benzimidazoles could be easily obtained in up to 99% yield for more than 40 examples. The products further streamline the synthesis of molecules that are important building blocks for organic synthesis and drug discovery. This strategy features high regioselectivity, efficiency, good tolerance of functional groups, and mild reaction conditions.
I2-Mediated Intramolecular C-H Amidation for the Synthesis of N-Substituted Benzimidazoles
Hu, Zhiyuan,Zhao, Ting,Wang, Manman,Wu, Jie,Yu, Wenquan,Chang, Junbiao
, p. 3152 - 3158 (2017/03/23)
A practical intramolecular C-H amidation methodology has been developed using molecular iodine under basic conditions. The required imine substrates were readily obtained by condensation of simple o-phenylenediamine derivatives and aldehydes. The transition-metal-free cyclization reaction described here works well with crude imines and allows for the sequential synthesis of N-protected benzimidazoles without purification of the less stable condensation intermediates. This operationally simple synthetic approach is broadly applicable to a variety of aromatic, aliphatic, and cinnamic aldehydes to produce diverse 1,2-disubstituted benzimidazole derivatives in an efficient and scalable fashion.
Polyethyleneglycol Catalysed N-Sulphonylation and N-Benzoylation of Substituted Benzimidazoles
Kumar, P. Raja
, p. 1273 - 1274 (2007/10/02)
Benzenesulphonyl chloride and p-toluenesulphonyl chloride react with benzimidazole and 2-phenylbenzimidazole in benzene and 50percent aqueous sodium hydroxide in the presence of polyethyleneglycol 400 or triethylbenzylammonium chloride to afford the corresponding N-sulphonyl derivatives.However, 2-methylbenzimidazole affords both N-sulphonylated and C-sulphonylated products.N-Benzoylation is also effected under similar conditions using benzoyl chloride.
