Synthesis and Modification of Heterocycles by Metal-Catalyzed Cross-coupling Reactions

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Scheme 6. Scheme 7. Scheme 8.

Scheme 9. Synthesis of Fused Purines via Inter- or Intramolecular Direct C8-H Arylation Hocek and coworkers developed a direct C8-H arylation of 9- N -phenylpurine 31 for the synthesis of fused purine analogues of type 32 with e -fusion position 8 and 9 of purine ring.

Scheme Pd-catalyzed cyclization of 9- N -arylpurines via C8-H activation. Transition-metal catalyzed direct C-H activation of 7-deazapurines. Cross-Coupling with Aryl Halides Direct C-H arylation of the pyrimidine nucleosides is currently limited to uracil bases. Pd-catalyzed direct C5-H arylation of 1- tetrahydrofuranyl benzyluracil. Cross-Dehydrogenative Coupling with Arenes and Heteroarenes at C5 Position Cross-couplings which required double C-H activation both at uracil and arene substrates have also been developed.

  1. Transition Metal Catalyzed Coupling Reactions!
  2. About this book.
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  7. Transition Metal Catalyzed Coupling Reactions Research Papers -

Pd-catalyzed cross-dehydrogenative coupling of uracils and uracil nucleosides. Cross-Dehydrogenative Alkenylation at C5 Position The discovery of the potent antiviral activity of E 2-bromovinyl -2'-deoxyuridine 1 , BVDU led to the exploration of synthetic routes based on the oxidative coupling of uridine nucleosides with alkenes.

Pd-mediated oxidative coupling of uridine and 2'-deoxyuridine with maleimides. Pd-Catalyzed cross-dehydrogenative alkenylation of uracil nucleosides. Cu-catalyzed direct C5-H amination of 1,3-dimethyluracil Intramolecular cross-dehydrogenative cyclization at C6 of uracil ring. Coupling of 5-Halouracil Nucleosides with Arenes and Heteroarenes The lack of regioselectivity in direct activation of uracil derivatives C5-H vs.


Topics in Heterocyclic Chemistry

Pd-catalyzed cross-coupling of 5-halouracil nucleosides with arenes and heteroarenes. Figure 3. The plausible mechanism for the Pd-catalyzed arylation of 5-iodouridine with arenes. Conclusions The use of the Pd cat.

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Conflicts of Interest The authors declare no conflict of interest. References 1. Meijere A.

Nomenclature of Heterocyclic Compounds - Super-Concept & Tricks - Explained by IITian - Jee - NEET

Metal-Catalyzed Cross-Coupling Reactions. Kambe N. Pd-catalyzed cross-coupling reactions of alkyl halides. The Nobel Prize in Chemistry Announcement. Ackermann L. Transition-metal-catalyzed direct arylation of hetero arenes by C-H bond cleavage. Fagnou K.

Passar bra ihop

Mechanistic considerations in the development and use of azine, diazine and azole N -oxides in palladium-catalyzed direct arylation. Recent progress towards transition-metal-catalyzed direct arylation of heteroarenes. Mini Rev. Lafrance M. Establishment of broadly applicable reaction conditions for the Palladium-catalyzed direct arylation of heteroatom-containing aromatic compounds.

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Metal Catalysed Cross-Coupling Reactions of Heterocycles - University of Huddersfield Repository

McGuigan C. Highly potent and selective inhibition of varicella-zoster virus by bicyclic furopyrimidine nucleosides bearing an aryl side chain. Greco N. Simple fluorescent pyrimidine analogues detect the presence of DNA abasic sites. Srivatsan S. Design, synthesis, and spectroscopic properties of extended and fused pyrrolo-dC and pyrrolo-C analogs.


Wicke L. Postsynthetic on column RNA labeling via Stille coupling. Bioconjugate Chem. Valis L. Pyrene-modified guanosine as fluorescent probe for DNA modulated by charge transfer. Manfredini S. Synthesis and cytotoxic activity of 6-vinyl- and 6-ethynyluridine and 8-vinyl- and 8-ethynyladenosine. N 2- and C8-Substituted oligodeoxynucleotides with enhanced thrombin inhibitory activity in vitro and in vivo. Cerna I.

The first direct C-H arylation of purine nucleosides. Storr T. Site-selective direct arylation of unprotected adenine nucleosides mediated by palladium and copper: Insights into the reaction mechanism. Baumann C. Formation and propagation of well-defined Pd nanoparticles PdNPs during C—H bond functionalization of heteroarenes: are nanoparticles a moribund form of Pd or an active catalytic species? Ornellas S. Direct C—H arylation of purine on solid phase and its use for chemical libraries synthesis. ACS Comb. Sahnoun S. Tetrahedron Lett.

A site selective C-H arylation of free- NH 2 adenines with aryl chlorides: Application to the synthesis of 6,8-disubstituted adenines.

Ngassa F. Bellina F. Palladium- and copper-mediated direct C-2 arylation of azoles—including free NH -imidazole, -benzimidazole and -indole—Under base-free and ligandless conditions.