A Regioselective Approach to 5-Substituted-3-amino-1,2,4-triazines

Nucleophilic displacement of readily available α,α-dibromoketones with excess morpholine gave the corresponding ketoaminals, which upon condensation with aminoguanidine in MeOH in the presence of AcOH afforded 5-substituted-3-amino-1,2,4-triazines in >95% regioselectivity and 45−76% isolated yiel...

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Bibliographic Details
Published inOrganic letters Vol. 5; no. 13; pp. 2271 - 2274
Main Authors Limanto, John, Desmond, Richard A, Gauthier, Donald R, Devine, Paul N, Reamer, Robert A, Volante, R. P
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 26.06.2003
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OXIDATION
POTASSIUM-AMIDE
AMINATION
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Summary:Nucleophilic displacement of readily available α,α-dibromoketones with excess morpholine gave the corresponding ketoaminals, which upon condensation with aminoguanidine in MeOH in the presence of AcOH afforded 5-substituted-3-amino-1,2,4-triazines in >95% regioselectivity and 45−76% isolated yield.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol034602+