64413-91-8Relevant academic research and scientific papers
Metal-free regioselective bromination of imidazo-heteroarenes: The dual role of an organic bromide salt in electrocatalysis
Raha Roy, Sudipta,Roy, Vishal Jyoti,Sen, Partha Pratim
supporting information, p. 5687 - 5695 (2021/08/16)
This paper represents an electrochemical transformation by demonstrating the dual role of an organic bromide salt, i.e., tetra-n-butylammonium bromide (TBAB), as a brominating agent and as an electrolyte for the regioselective bromination of several imida
Difluorinative-hydroxylation and C-3 functionalization (halogenation/SCN/NO) of imidazopyridine using Selectfluor as fluorine source or oxidant respectively
Balasubramanian, Sridhar,Kalari, Saradhi,Rode, Haridas B.
supporting information, (2021/04/15)
An efficient route for the difluorinative-hydroxylation through dearomative difunctionalization of imidazopyridine using Selectfluor as fluorine source has been developed in an aqueous medium. The reaction proceeds through ionic followed by radical pathwa
Metal-free oxidative decarbonylative halogenation of fused imidazoles
Kumar, Gulshan,Shankar, Ravi,Singh, Davinder,Tali, Javeed Ahmad
, p. 20551 - 20555 (2021/11/23)
An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method.N-Heterocycle benzamide products were also observedviathe ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.
C3-site halogenation method of 2-phenylimidazo [1, 2-alpha] pyridine compound
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Paragraph 0029-0032, (2020/04/22)
The invention belongs to the technical field of organic synthesis, and specifically relates to a C3 site halogenation method of a 2-phenylimidazo [1, 2-alpha] pyridine compound, and the method comprises the following steps: in an air environment, by using
Trihaloisocyanuric acids in ethanol: an eco-friendly system for the regioselective halogenation of imidazo-heteroarenes
Neto, José S. S.,Balaguez, Renata A.,Franco, Marcelo S.,de Sá Machado, Victor C.,Saba, Sumbal,Rafique, Jamal,Galetto, Fábio Z.,Braga, Antonio L.
supporting information, p. 3410 - 3415 (2020/07/30)
Herein, we describe an efficient, rapid and benign protocol for the direct C(sp2)-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2-a]pyridines using trihaloisocyanuric acids in ethanol. Furthermore, this sustainable protocol was successfull
Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles
Semwal, Rashmi,Ravi, Chitrakar,Kumar, Rahul,Meena, Ramavatar,Adimurthy, Subbarayappa
, p. 792 - 805 (2019/01/24)
We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.
Hypervalent Iodine Mediated Efficient Solvent-Free Regioselective Halogenation and Thiocyanation of Fused N -Heterocycles
Alla, Manjula,Indukuri, Divakar Reddy,Potuganti, Gal Reddy
supporting information, p. 1573 - 1579 (2019/08/07)
A facile, rapid, metal-free regioselective halogenation and thiocyanation of imidazo[1,2- a ]pyridine/pyrimidine heterocycles has been achieved under solvent-free reaction conditions. Halogenations and thiocyanation of the heterocycles could be accomplish
Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation
Zhou, Zhilin,Yuan, Yong,Cao, Yangmin,Qiao, Jin,Yao, Anjin,Zhao, Jing,Zuo, Wanqing,Chen, Wenjie,Lei, Aiwen
supporting information, p. 611 - 615 (2019/05/10)
We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.
K2S2O8-Mediated halogenation of 2-arylimidazo[1,2-a]pyridines using sodium halides as the halogen sources
Katrun, Praewpan,Kuhakarn, Chutima
supporting information, p. 989 - 993 (2019/03/11)
A convenient halogenation of 2-arylimidazo[1,2-a]pyridines using sodium chloride/bromide/iodide as the halogen sources in the presence of K2S2O8 as an easy-to-handle oxidizing agent was developed. The present work offers a
Transition-Metal-Free Tandem Chlorocyclization of Amines with Carboxylic Acids: Access to Chloroimidazo[1,2-α]pyridines
Xiao, Xinsheng,Xie, Ying,Bai, Siyi,Deng, Yuanfu,Jiang, Huanfeng,Zeng, Wei
supporting information, p. 3998 - 4001 (2015/09/01)
An efficient one-pot and transition-metal-free chlorocyclization cascade of 2-aminopyridines with aliphatic carboxylic acids is reported. This transformation provides a novel approach to 2-chloro- or 3-chloro-substituted imidazo[1, 2-α]pyridines with a br
