Palladium(O) catalyzed coupling reactions in the synthesis of 5-arylpyrimidine nucleosides

Chang, George; Mertes, Mathias P.

doi:10.1016/s0040-4039(01)81197-7

Cited by 13 publications

(4 citation statements)

References 14 publications

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“…[42][43][44] Finally, organomercury compounds also undergo a Pd 0 -catalysed reaction with aryl halides, similar to the Negishi coupling of organozinc compounds (Scheme 1B). [45,46]…”

Section: Palladium-catalysed Cross-coupling Reactionsmentioning

confidence: 99%

“…[23] b) iodobenzene, Pd(Ph 3 P) 4 , diglyme. [45] Scheme 2. Iododemercuration of 5-chloromercuri-2'-deoxyuridine.…”

Section: Organomercury Nucleotides As Density Labels In Pycnographic Analysismentioning

confidence: 99%

“…Organic disulfides can also be used instead of alkenes, providing access to thioethers [42–44] . Finally, organomercury compounds also undergo a Pd 0 ‐catalysed reaction with aryl halides, similar to the Negishi coupling of organozinc compounds (Scheme 1B) [45,46] …”

Section: Organomercury Nucleosides Nucleotides and Nucleic Acids As Reactive Intermediatesmentioning

confidence: 99%

“… Representative examples of A) Pd II ‐ and B) Pd 0 ‐catalysed cross‐coupling reactions of 5‐mercurated pyrimidine nucleosides. a) Methyl acrylate, Li 2 PdCl 4 , MeOH; [23] b) iodobenzene, Pd(Ph 3 P) 4 , diglyme [45] …”

Section: Organomercury Nucleosides Nucleotides and Nucleic Acids As Reactive Intermediatesmentioning

confidence: 99%

See 3 more Smart Citations

Organomercury Nucleic Acids: Past, Present and Future

Ukale

Lönnberg

2021

ChemBioChem

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Synthetic efforts towards nucleosides, nucleotides, oligonucleotides and nucleic acids covalently mercurated at one or more of their base moieties are summarized, followed by a discussion of the proposed, realized and abandoned applications of this unique class of compounds. Special emphasis is given to fields in which active research is ongoing, notably the use of Hg IImediated base pairing to improve the hybridization properties of oligonucleotide probes. Finally, this minireview attempts to anticipate potential future applications of organomercury nucleic acids.

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“…[42][43][44] Finally, organomercury compounds also undergo a Pd 0 -catalysed reaction with aryl halides, similar to the Negishi coupling of organozinc compounds (Scheme 1B). [45,46]…”

Section: Palladium-catalysed Cross-coupling Reactionsmentioning

confidence: 99%

“…[23] b) iodobenzene, Pd(Ph 3 P) 4 , diglyme. [45] Scheme 2. Iododemercuration of 5-chloromercuri-2'-deoxyuridine.…”

Section: Organomercury Nucleotides As Density Labels In Pycnographic Analysismentioning

confidence: 99%