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.


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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.

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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.

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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

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

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