Studies on pyrazine. 23 . Homolytic acylation of 2-amino-3-cyanopyrazine and the related compounds with α-keto acids: A synthesis of 5-acyl-3-aminopyrazinecarboxylic acid derivatives†

doi:10.1002/JHET.5570290702

Paper

Studies on pyrazine. 23 . Homolytic acylation of 2-amino-3-cyanopyrazine and the related compounds with α-keto acids: A synthesis of 5-acyl-3-aminopyrazinecarboxylic acid derivatives†

Published Dec 1, 1992 · N. Sato, H. Kadota

Journal of Heterocyclic Chemistry

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Abstract

Homolytic acylation of 2-amino-3-cyanopyrazine (1) with α-keto acids led to the formation of 6-acylated compounds in 74-85% yields. Methyl 3-aminopyrazinecarboxylate (2) and 3-aminopyrazinecarboxamide (3) were also acylated under the same conditions although in lower yields. The observed reactivity of acylation is explained by comparison with the homolytic reactions of related pyrazines.

Study Snapshot

Homolytic acylation of 2-amino-3-cyanopyrazine with -keto acids leads to 6-acylated compounds in 74-85% yields, with reactivity explained by comparison with related pyrazines.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Studies on pyrazine. 23 . Homolytic acylation of 2-amino-3-cyanopyrazine and the related compounds with α-keto acids: A synthesis of 5-acyl-3-aminopyrazinecarboxylic acid derivatives†

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References

Homolytic acylation of protonated pyridines and pyrazines with .alpha.-keto acids: the problem of monoacylation

Silver-catalyzed decarboxylation of -keto acids by persulfate effectively enables selective homolytic acylation of pyridine and pyrazine derivatives, with potential for further substitution.

Citations

Silver‐Based Radical Reactions: Development and Insights

Silver-based radical reactions exhibit excellent reactivity and selectivity, making them a promising reagent in organic chemistry for various synthetic processes.

Synthesis and Antifungal Screening of 2-{[1-(5-Alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones †

1,3-thiazolidin-4-ones show antifungal activity against various fungal strains, with the most potent derivative being 2-[1-(5-butylpyrazin-2-yl)ethylidene]hydrazonoe-1,3-thiazolidin

Cascade reactions initiated by radical addition of tetrahydrofuran to β-bromonitrostyrenes

Silver(I) catalyzed addition of THF radicals to -bromonitrostyrenes under mild basic conditions in the presence of air leads to the formation of carbonyl groups, with dioxygen playing a role in the mechanism.

Radical-based regioselective C-H functionalization of electron-deficient heteroarenes: scope, tunability, and predictability.

Radical addition processes can effectively control regioselectivity in complex heteroarenes, enabling the introduction of isopropyl groups into biologically active molecules like diflufenican and nevirapine.

Metal Salt Mediated Radical Reactions of 2‐Substituted‐1,4‐Naphthoquinones

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