Annelation of Isocytosines by Reaction with Methyl N-Cyanomethanimidate and Sodium Methoxide: Influence of Substitution on the Course of the Reaction and Rearrangements

DOI: 10.1021/jo00214a014

Source and publish data:

Journal of Organic Chemistry p. 2474 - 2480 (1985)

Update date:2022-08-05

Topics: Regioselectivity Yield Deprotonation Rearrangement Chromatography Nucleophilic addition Cyclization Substitution Steric Effects Electronic effects Solvent Effects Reaction Optimization Spectroscopic Analysis Tautomerization Heterocyclic compound Mechanistic study

Authors:

Agasimundin, Yankanagouda S.

Oakes, Fred T.

Leonard, Nelson J.

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Article abstract of DOI:10.1021/jo00214a014

Annelation of isocytosine and 6-substituted isocytosines with methyl N-cyanomethanimidate and sodium methoxide in methanol leads to pyrimidotriazines.The structures of the products reveal substituent influence on the direction of cyclization and rearrange

Full text of DOI:10.1021/jo00214a014

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