2,2,2-Trifluoroethylamine and 2,2,2-Trifluorodiazoethane

Gilman, Henry; Jones, Richard G.

doi:10.1021/ja01248a005

Cited by 185 publications

(140 citation statements)

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“…We thus subjected the substrate (Ϯ)-10b to treatment with 2-chlorodiazoethane and 1,1,1-trifluorodiazoethane, both reagents prepared in situ from the corresponding ethylamine hydrochlorides by reported methodology. [21] Treat-ment with 2-chlorodiazoethane produced no cyclopropanes but a low yield of the insertion product 22 (Scheme 5). On the other hand, on treatment with the trifluoromethyl-containing diazo compound, we were pleased to obtain a mixture of the cyclopropanes anti-trans-23 and anti-cis-23 together with a small amount of the corresponding insertion product 24.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Villar¹,

Gradillas²,

Pérez‐Castells³

2010

Eur J Org Chem

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Unsaturated δ‐lactams are cyclopropanated with the aid of diazo compound decomposition catalysed by metal complexes. A study of the reaction conditions, stereochemical outcome and group protection is reported. The resulting bicyclic products are related to bioactive compounds. Transformation into thiolactams facilitates the separation of the different isomers obtained and the removal of the protecting group. The cyclopropanation reaction works with diverse diazo compounds.

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Section: Resultsmentioning

confidence: 99%

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Villar¹,

Gradillas²,

Pérez‐Castells³

2010

Eur J Org Chem

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“…The 15N-fluoracetonitrile was prepared by dehy dration of 15N-fluoracetamide with phosphorpent- oxide [3]. The 15N-fluoracetamide is easily prepared from 15N-ammonia and ethylfluoracetate [4].…”

Section: Methodsmentioning

confidence: 99%

Microwave and Millimeterwave Spectrum of Monofluoracetonitrile-¹⁵N (CH₂FC¹⁵N). A Contribution to Molecular Structure

Zerbe¹,

Guarnieri²

1987

Zeitschrift Für Naturforschung A

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The microwave and millimeterwave spectrum of 15N-fluoracetonitrile(C H 2F C 15N) in the ground vibrational state are investigated in the region between 8 and 150 GHz. The measured transitions are fitted to a H amiltonian with three rotational constants, five quartic and seven sextic centrifugal distortion constants in the symmetric top limit of van Eijck-Typke and in the s-reduction of Watson. The rotational constants are used to improve the calculated restructure of the fluoracetonitrile molecule.

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“…The fluoroacetonitrile was prepared by dehydra tion of fluoroacetamide with phosphorpentoxide (see [2,3]). The fluoroacetamide was made from ethyl fluoroacetate and ammonia.…”

Section: Methodsmentioning

confidence: 99%

Millimeterwave Spectrum and Centrifugal Distortion Analysis of Fluoroacetonitrile in the Ground State

Guarnieri

Tolkmit

1984

Zeitschrift Für Naturforschung A

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The millimeterwave spectrum of fluoroacetonitrile (CH:FCN) in the ground state has been investigated in the region between 50 and 150 GHz. The transitions have been fitted to a Hamil tonian using three rotational constants, five quartic and seven sextic centrifugal distortion constants in the symmetric top reduction by van Eijck and Typke and in the s-reduction of Watson. Further Watson's "determinable constants" have been calculated.M illim e te rw a v e S p e c tr u m a n d C e n tr if u g a l D i s t o r t i o n A n a ly s is o f F lu o ro a c e to n itr ile in th e G r o u n d S t a t e

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2,2,2-Trifluoroethylamine and 2,2,2-Trifluorodiazoethane

Cited by 185 publications

References 0 publications

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Microwave and Millimeterwave Spectrum of Monofluoracetonitrile-¹⁵N (CH₂FC¹⁵N). A Contribution to Molecular Structure

Millimeterwave Spectrum and Centrifugal Distortion Analysis of Fluoroacetonitrile in the Ground State

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2,2,2-Trifluoroethylamine and 2,2,2-Trifluorodiazoethane

Cited by 185 publications

References 0 publications

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Synthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions

Microwave and Millimeterwave Spectrum of Monofluoracetonitrile-15N (CH2FC15N). A Contribution to Molecular Structure

Millimeterwave Spectrum and Centrifugal Distortion Analysis of Fluoroacetonitrile in the Ground State

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Microwave and Millimeterwave Spectrum of Monofluoracetonitrile-¹⁵N (CH₂FC¹⁵N). A Contribution to Molecular Structure