Elemental Sulfur as Reaction Medium for the Synthesis of Fused Nitrogen Heterocycles by Oxidative Coupling between Cycloalkanones and Nitrogen Nucleophiles

Molten elemental sulfur was found to be an excellent reaction medium for oxidative coupling between bis‐aza nucleophiles and cycloalkanones to the fused diaza heterocycles. No extensive aromatization was observed when cyclohexanone was used. These reaction conditions tolerate a wide range of functio...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 359; no. 21; pp. 3843 - 3847
Main Authors Nguyen, Thanh Binh, Retailleau, Pascal
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 10.11.2017
Wiley Subscription Services, Inc
Wiley-VCH Verlag
Subjects
azaheterocycle
bis-aza-nucleophile
Chemical Sciences
Chemical synthesis
Chemistry
Chemistry, Applied
Chemistry, Organic
Coupling
cycloalkanone
Cyclohexanone
Elemental sulfur
Functional groups
Nucleophiles
Organic chemistry
Oxidation
oxidative coupling
Physical Sciences
Science & Technology
Sulfur
REAGENT
COMPLEX
DESIGN
QUINOXALINE DERIVATIVES
ANALOGS
cycloalkanone
2-NITROCHALCONES
SINOMENINE
Elemental sulfur
oxidative coupling
KETONES
azaheterocycle
bis-aza-nucleophile
CONDENSATION
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Summary:Molten elemental sulfur was found to be an excellent reaction medium for oxidative coupling between bis‐aza nucleophiles and cycloalkanones to the fused diaza heterocycles. No extensive aromatization was observed when cyclohexanone was used. These reaction conditions tolerate a wide range of functional groups and are applicable to oxidation sensitive o‐phenylenediamines.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700919