88964-99-2Relevant academic research and scientific papers
Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides
Singh, Bhagat,Ahmed, Jasimuddin,Biswas, Amit,Paira, Rupankar,Mandal, Swadhin K.
, p. 7242 - 7255 (2021/05/29)
Dehalogenative deuteration reactions are generally performed through metal-mediated processes. This report demonstrates a mild protocol for hydrodehalogenation and dehalogenative deuteration of aryl/heteroaryl halides (39 examples) using a reduced odd alternant hydrocarbon phenalenyl under transition metal-free conditions and has been employed successfully for the incorporation of deuterium in various biologically active compounds. The combined approach of experimental and theoretical studies revealed a single electron transfer-based mechanism.
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.
Rhodium(II)-Catalyzed Regioselective C3-Alkylation of 2-Arylimidazo[1,2-a]pyridines with Aryl Diazoesters
Kim, Hyunseok,Byeon, Minhyeon,Jeong, Eunchong,Baek, Yonghyeon,Jeong, Seung Jin,Um, Kyusik,Han, Sang Hoon,Han, Gi Uk,Ko, Gi Hoon,Maeng, Chanyoung,Son, Jeong-Yu,Kim, Dongwook,Kim, Sung Hong,Lee, Kooyeon,Lee, Phil Ho
supporting information, p. 2094 - 2106 (2019/03/21)
A regioselective C3-alkylation based on the reaction of 2-arylimidazo[1,2-a]pyridines with a wide range of aryl α-diazoesters in the presence of a Rh(II) catalyst in dichloroethane at room temperature was developed. This method could be applied in the synthesis of benzoimidazoquinolizinone and cycloheptaimidazopyridinone, which are novel heterocyclic scaffolds. (Figure presented.).
Green procedure for highly efficient, rapid synthesis of imidazo[1,2-a]pyridine and its late stage functionalization
Ghosh, Prasanjit,Ganguly, Bhaskar,Kar, Barnali,Dwivedi, Seema,Das, Sajal
, p. 1076 - 1084 (2018/04/02)
We unfold a rapid synthetic protocol for the preparation of imidazo[1,2-a]pyridine in cyclohexane. This methodology includes several advantages like shorter reaction time, catalyst free, broader substrate scope, and good yields of the desired products. La
Rapid and efficient one-pot microwave-assisted synthesis of 2-phenylimidazo[1,2-a]pyridines and 2-phenylimidazo[1,2-a]quinoline in water–PEG-400
Jadhav, Santosh A.,Shioorkar, Mahesh G.,Chavan, Omprakash S.,Sarkate, Aniket P.,Shinde, Devanand B.
, p. 285 - 290 (2017/02/10)
An effective, expeditious, environmentally benign one-pot synthesis of 2-phenylimidazo[1,2-a]pyridines and 2-phenylimidazo[1,2-a]quinoline from easily available starting materials as aromatic carbonyl compound, 2-amino pyridine, succinamide, and in situ g
Iron-Catalyzed Dehydrogenative sp3-sp2 Coupling via Direct Oxidative C-H Activation of Acetonitrile
Su, Huimin,Wang, Luyao,Rao, Honghua,Xu, Hao
supporting information, p. 2226 - 2229 (2017/05/12)
An iron-catalyzed dehydrogenative sp3-sp2 coupling of acetonitrile and 2-arylimidazo[1,2-a]pyridine has been realized, which can serve as a novel approach toward heteroarylacetonitriles. The merit of this strategy is illustrated by the breadth of functional groups tolerated in the transformation and the fast access to pharmaceuticals (such as zolpidem) directly from the heteroarylacetonitriles.
Highly Efficient and Practical Thiocyanation of Imidazopyridines Using an N-Chlorosuccinimide/NaSCN Combination
Zhang, Hailei,Wei, Qian,Wei, Shiqiang,Qu, Jingping,Wang, Baomin
, p. 3373 - 3379 (2016/07/23)
A direct C–H thiocyanation of imidazo[1,2-a]pyridines, and a practical sequential one-pot condensation/C–H thiocyanation process, using a combination of N-chlorosuccinimide/NaSCN for the synthesis of 3-thiocyanatoimidazo[1,2-a]pyridines have been develope
Graphene oxide (GO)-catalyzed multi-component reactions: Green synthesis of library of pharmacophore 3-sulfenylimidazo[1,2-a]pyridines
Kundu, Samir,Basu, Basudeb
, p. 50178 - 50185 (2015/06/25)
The green carbocatalyst graphene oxide (GO) has been successfully utilized for selective and expedient synthesis of biologically important motifs imidazo[1,2-a]pyridines, and 3-sulfenylimidazo[1,2-a]pyridines via one-pot multi-component reactions (MCR). D
CuI-catalyzed aerobic oxidative α-aminaton cyclization of ketones to access aryl or alkenyl-substituted imidazoheterocycles
Zhang, Yuhong,Zhang, Yuanfei,Chen, Zhengkai,Wu, Wenliang,Su, Weiping
supporting information, p. 12494 - 12504 (2014/01/17)
CuI-catalyzed aerobic oxidative synthesis of imidazoheterocycles has been achieved. Four hydrogen atoms were removed in one step. This protocol was compatible with a broad range of functional groups, and it has been also successfully extended to unsaturated ketones, bringing about the formation of alkenyl-substituted imidazoheterocycles, which were difficult to prepare by previous means. Preliminary mechanistic studies indicated that this reaction was most likely to proceed through a catalytic Ortoleva-King reaction. By using this method, the marketed drug Zolimidine could be prepared with 90% yield on a gram scale from commercially available materials.
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions
Le, Zhang-Gao,Xie, Zong-Bo,Xu, Jian-Ping
, p. 13368 - 13375 (2013/02/22)
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excel
