ChemInform Abstract: Adamantyl‐Containing Fluorinated 1,3‐Diketones

Бутов, Г. М.; Мохов, В. М.; Parshin, G. Yu.; Кунаев, Р. У.; Шевелев, С. А.; Далингер, И. Л.; Вацадзе, И. А.

doi:10.1002/chin.200918063

ChemInform

2009

DOI: 10.1002/chin.200918063

|View full text |Cite

ChemInform Abstract: Adamantyl‐Containing Fluorinated 1,3‐Diketones

Г. М. Бутов¹,

В. М. Мохов²,

G. Yu. Parshin³

et al.

Abstract: Bridged compounds Q 0060Adamantyl-Containing Fluorinated 1,3-Diketones -[by reaction of fluorinated 1,3-diketones with 1,3-dehydroadamantane]. -(BUTOV*, G. M.; MOKHOV, V. M.; PARSHIN, G. Y.; KUNAEV, R. U.; SHEVELEV, S. A.; DALINGER, I. L.; VATSADZE, I. A.; Russ.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2009

Publication Types

Select...

Article1

Relationship

Self Cite1

Independent0

Authors

Journals

Cited by 1 publication

(1 citation statement)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Possible biological activity of some adducts was analyzed using Mikrokosm software. It was found that compounds III and VIIb may be interesting as potential drugs [4] possessing analgesic, narcotic, and cardiotonic activity.…”

mentioning

confidence: 99%

Reaction of 1,3-dehydroadamantane with camphor and isocamphanone

et al. 2009

Self Cite

View full text Add to dashboard Cite

SHORT COMMUNICATIONSIn continuation of our previous studies [1-3] on the chemical behavior of 1,3-dehydroadamantane (I) toward carbonyl compounds, we examined its reactions with bicyclic ketones: 1,7,7-trimethylbicyclo[2.2.1]-heptan-2-one (II, DL-camphor) and 5,5,6-trimethylbicyclo[2.2.1]heptan-2-one (VI, isocamphanone). The reaction mixtures were analyzed by gas chromatography-mass spectrometry. The reaction of 1,3-dehydroadamantane (I) with camphor (II) gave approximately equal amounts of two stereoisomeric addition products at the C 3 atom of II (endo-III, exo-III; m/z 286 [M] + ); the chromatogram contained two peaks with close retention times and identical mass spectra. In addition, 1,1′-biadamantane (IV, m/z 270 [M] + ) and camphor dimer (V, m/z 301 [M] + ) were identified as by-products.In the reaction of 1,3-dehydroadamantane (I) with isocamphanone (VI) the major product (yield ~80%) was compound VIIb formed as a result of addition of I at the C 3 atom of VI. Also, addition product VIIa at the C 1 tertiary carbon atom (m/z 286 [M] + , ~5%), 1,1-biadamantane (IV, recombination product of 1-adamantyl radicals), and isocamphanone dimer VIII were formed.Thus, high reactivity of 1,3-dehydroadamantane ensures formation of addition products with trimethylbicyclo[2.2.1]heptan-2-one derivatives in one step with high yields under fairly mild conditions. Possible biological activity of some adducts was analyzed using Mikrokosm software. It was found that compounds III and VIIb may be interesting as potential drugs [4] possessing analgesic, narcotic, and cardiotonic activity.

show abstract

mentioning

confidence: 99%

Reaction of 1,3-dehydroadamantane with camphor and isocamphanone

et al. 2009

Self Cite

View full text Add to dashboard Cite

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

hi@scite.ai

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

ChemInform Abstract: Adamantyl‐Containing Fluorinated 1,3‐Diketones

Abstract: Bridged compounds Q 0060Adamantyl-Containing Fluorinated 1,3-Diketones -[by reaction of fluorinated 1,3-diketones with 1,3-dehydroadamantane]. -(BUTOV*, G. M.; MOKHOV, V. M.; PARSHIN, G. Y.; KUNAEV, R. U.; SHEVELEV, S. A.; DALINGER, I. L.; VATSADZE, I. A.; Russ.

Cited by 1 publication

References 1 publication

Reaction of 1,3-dehydroadamantane with camphor and isocamphanone

Reaction of 1,3-dehydroadamantane with camphor and isocamphanone

Contact Info

Product

Resources

About