Regioselective palladium-catalyzed phosphonation of imidazo[2,1-b]thiazoles with dialkyl phosphites

Liu, Wenjie; Wang, Shao‐Hua; Yao, Hua‐Gang; Li, Ziying; Huang, Yanling; Kong, Chunyun

doi:10.1016/j.tetlet.2015.09.078

Cited by 15 publications

(4 citation statements)

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“…In 2015, Wang et al. developed a facile and broadly applicable method for the phosphonation of imidazo[2,1‐ b ]thiazles with dialkyl phosphites using Pd(OAc) 2 as catalyst, affording a series of C‐5 phosphonated products 139 in moderate to good yields (Scheme ) . On the basis of similar reports, the author speculated that an initial nucleophilic coordination of the phosphite 37a to the Pd(II) complex generated the monocationic palladium complex 141 , which was attacked by 138a at the nucleophilic C‐5 position to form another palladium complex 142 .…”

Section: Direct Phosphorylation Of the Parent Heterocyclesmentioning

confidence: 99%

Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019

2020

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Scheme 20. Phosphonation of pyridinones.Scheme 21. CuI-catalyzed phosphoramidate formation.Scheme22. Phosphonation of coumarin and quinolinone.Scheme23. Silver(I)-catalyzed phosphonation of coumarins. Scheme 33. Electrochemical C(sp 2 )ÀHphosphonation of quinoxaline-2(1H)-ones. Scheme 39. Phosphorylation of quinoxaline-2(1 H)-ones. Scheme40. Autoxidative phosphorylation of quinoxalines. Scheme 41. DTBP-mediated formation of phosphonated benzothiazoles. Scheme42. Phosphonation of imidazole[2,1-b]thiazoles.Scheme 47. Copper(I)-catalyzedp hosphonationo fN-iminoisoquinolinium ylides. Scheme48. Aerobic phosphonationofC ( sp 3 ) À Hbonds. Scheme 49. Copper(II)/PBQ-catalyzed phosphorylation of 3,4-dihydro-1,4-benzoxazin-2-ones. Scheme 87. Asymmetric exo-selective [3+ +2] cycloaddition to afford phosphorus-substituted pyrrolidines. Scheme 95. Cascade condensation/cyclization to phosphonylated thienopyridines. Scheme 96. S N Ar'-involved cascade reactions to phosphonylated oxygenorn itrogen heterocycles.Scheme 97. Manganese(III)-mediated synthesis of 3-phosphonyldihydrofuransfrom b-ketophosphonates.Scheme98. Cyclization to phosphonated isochromenes.Scheme 121. Asymmetric [4+ +2] cycloaddition of b,g-unsaturated a-ketophosphonates.

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Section: Direct Phosphorylation Of the Parent Heterocyclesmentioning

confidence: 99%

Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019

2020

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“…Based on these properties, SiC is widely used in nano‐electromechanical systems (NEMS) and high‐temperature high‐power device fabrication. [ 1–3 ] However, due to its own hardness property (Mohs hardness of 9), the tool wear during nanocutting of SiC is extremely severe, which has a significant impact on the surface integrity and subsurface quality. Therefore, to investigate the material removal mechanism of hard‐brittle materials at the nanoscale, so as to improve the material removal rate and suppress the subsurface damage, research scholars have proposed a variety of effective auxiliary technologies.…”

Section: Introductionmentioning

confidence: 99%

Effect of Laser Power on Nanocutting Mechanism of Silicon Carbide Ceramic: A Molecular Dynamics Simulation

Liu,

Wang,

Yang

et al. 2023

Advcd Theory and Sims

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Silicon carbide (SiC) ceramic is being increasingly applied in several engineering fields owing to its excellent saturation electron drift rate. Although much attention is paid to its material removal mechanism, producing a high‐quality SiC surface with a high material removal rate is still a challenging issue. Therefore, there is a need to investigate the material removal mechanism of SiC to improve the processing performance. In this study, the laser heating‐assisted nanocutting models are established using a molecular dynamics method. Then, a laser beam with various energies is irradiated onto the SiC. The influence of average laser power on the nanocutting mechanism of SiC is revealed in terms of the temperature of the machined region, cutting force, stress distribution state, subsurface damage, and tool wear. The results demonstrate that within the scope of this study, the using of laser irradiation methods has a positive effect on the machinability of SiC at the nanoscale, provided that the laser power density does not exceed the ablation threshold. Meanwhile, the results indicate that laser heating‐assisted methods have played an important role in suppressing tool wear. This study has significant theoretical and practical value in processing technology.

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“…[16] Recently, the direct regioselectivity alkenylation and sulfenylation of 4H-pyrido[1,2-a]pyrimidin-4-ones catalyzed by palladium and iodine have successfully achieved in our laboratory (Scheme 1). [17] In continuation of our research on construction CÀ P bonds, [18] herein, we developed the first example of Agcatalyzed C3 regioselectivity phosphonation of 4H-pyrido[1,2-a] pyrimidin-4-ones without any additive.…”

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confidence: 99%

“…Finally, different solvents such as toluene, 1,4-dioxane, THF, DMSO, MeOH, and CH 3 CN/H 2 O were applied. The results showed that CH 3 CN is superior to other solvents (Table 1, entries [18][19][20][21][22][23].…”

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confidence: 99%

Silver‐Catalyzed Direct Regioselective C3 Phosphonation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones With H‐phosphites

Guo

Zhan

et al. 2021

Asian J Org Chem

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Regioselective palladium-catalyzed phosphonation of imidazo[2,1-b]thiazoles with dialkyl phosphites

Cited by 15 publications

References 57 publications

Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019

Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019

Effect of Laser Power on Nanocutting Mechanism of Silicon Carbide Ceramic: A Molecular Dynamics Simulation

Silver‐Catalyzed Direct Regioselective C3 Phosphonation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones With H‐phosphites

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