- Mechanochemical-Cascaded C-N Cross-Coupling and Halogenation Using N-Bromo- And N-Chlorosuccinimide as Bifunctional Reagents
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Exploration of alternative energy sources for chemical transformations has gained significant interest from chemists, and mechanochemistry is one of those sources. Herein, we report the use of N-bromosuccinimides (NBS) and N-chlorosuccinimides (NCS) as bifunctional reagents for a cascaded C-N bond formation and subsequent halogenation reactions. Under the solvent-free mechanochemical (ball-milling) conditions, the synthesis of a wide range of phenanthridinone derivatives from N-methoxy-[1,1′-biphenyl]-2-carboxamides is accomplished. During the reactions, NBS and NCS first assisted the oxidative C-N coupling reaction and subsequently promoted a halogenation reaction. Thus, the role of NBS and NCS was established to be bifunctional. Overall, a mild, solvent-free, convenient, one-pot, and direct synthesis of various bromo- and chloro-substituted phenanthridinone derivatives was achieved.
- Bera, Shyamal Kanti,Mal, Prasenjit
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p. 14144 - 14159
(2021/09/13)
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- HEPATITIS B CORE PROTEIN ALLOSTERIC MODULATORS
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ABSTRACT The present disclosure provides, in part, compounds having allosteric effector properties against Hepatitis B virus Cp. Also provided herein are methods of treating viral infections, such as hepatitis B, comprising administering to a patient in need thereof a disclosed compound.
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Paragraph 000412
(2015/10/05)
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- Pd nanoparticle-silica nanotubes (Pd@SNTs) as an efficient catalyst for Suzuki-Miyaura coupling and sp2 C-H arylation in water
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Silica nanotubes (SNTs) functionalized with Pd-NPs on the inner surface performed as efficient nano-reactors for C-C coupling in water; the nano-confinement offers minimized leaching of Pd and yet efficient mass transfer for Suzuki-Miyaura coupling and C-H arylation of thiazoles in water with very high TON.
- Park, Ginam,Lee, Sanghee,Son, Sang Jun,Shin, Seunghoon
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supporting information
p. 3468 - 3473
(2013/12/04)
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- General and practical carboxyl-group-directed remote C-H oxygenation reactions of arenes
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Two methods for remote aromatic C-H oxygenation reactions, have been developed. Method1, the Cu-catalyzed oxygenation reaction, is highly efficient for cyclization of electron-neutral and electron-rich biaryl carboxylic acids into 3,4-benzocoumarins. Method2, the K2S2O 8-mediated oxygenation reaction, is more general and practical for cyclization of substrates with electron-donating and -withdrawing groups (see scheme). Copyright
- Wang, Yang,Gulevich, Anton V.,Gevorgyan, Vladimir
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supporting information
p. 15836 - 15840
(2014/04/03)
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- Biarylaniline phenethanolamines as potent and selective β3 adrenergic receptor agonists
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The synthesis of a series of phenethanolamine aniline agonists that contain an aniline ring on the right-hand side of the molecule substituted at the meta position with a benzoic acid or a pyridyl carboxylate is described. Several of the analogues (e.g.,
- Uehling, David E.,Shearer, Barry G.,Donaldson, Kelly H.,Chao, Esther Y.,Deaton, David N.,Adkison, Kim K.,Brown, Kathleen K.,Cariello, Neal F.,Faison, Walter L.,Lancaster, Mary E.,Lin, Jasmine,Hart, Robert,Milliken, Tula O.,Paulik, Mark A.,Sherman, Bryan W.,Sugg, Elizabeth E.,Cowan, Conrad
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p. 2758 - 2771
(2007/10/03)
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- Microwave-assisted Suzuki coupling reactions with an encapsulated palladium catalyst for batch and continuous-flow transformations
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This article describes the design, optimisation and development of a Suzuki cross-coupling protocol mediated by an efficient palladium-en-capsulated catalyst (Pd EnCat) under microwave irradiation. The methodology has been used in both batch mode for classical library preparation and in continuous-flow applications furnishing multigram quantities of material. Described is a method that uses direct focused microwave heating whilst applying an external cooling source. This enables a lower than normal bulk temperature to be maintained throughout the reaction period leading to significant improvements in the overall yield and purity of the reaction products. Additional aspects of this novel heating protocol are discussed in relation to the prolonged lifetime and enhanced reactivity of the immobilised catalyst system.
- Baxendale, Ian R.,Griffiths-Jones, Charlotte M.,Ley, Steven V.,Tranmer, Geoffrey K.
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p. 4407 - 4416
(2008/02/07)
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