Thermal rearrangement of N-arylmethyl- and N-alkyl-2,2-dihalogenocyclopropyl imines

KAGABU, S.; Ando, C.; Ando, Junko

doi:10.1039/p19940000739

Cited by 18 publications

(11 citation statements)

References 18 publications

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“…The work was extended to include boron-free, diastereoselective versions incorporating N-acylimidazolidinone chiral auxiliaries (Scheme 26). Cyclization reaction of phenylacetonitrile and 1,2-dibromo-1,1-difluoroethane: Kagabu et al showed that the nitrile 63 could be obtained by the reaction of phenylacetonitrile ( 61) with 1,2-dibromo-1,1-difluoroethane (62) using sodium amide as the base (Scheme 27) [69]. However, the yield of this reaction was only 10%.…”

Section: Non-carbene Methodsmentioning

confidence: 99%

The preparation and properties of 1,1-difluorocyclopropane derivatives

Adekenova¹,

Wyatt²,

Адекенов³

2021

Beilstein J. Org. Chem.

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Recently, the functionalization of organic molecules with fluorine substituents has grown rapidly due to its applications in such fields as medicine, agriculture or materials sciences. The aim of this article is to review the importance of 1,1-difluorocyclopropane derivatives in synthesis. It will examine the role of the fluorine substituents in both ring-forming and ring-opening reactions, as well as methods for obtaining difluorocyclopropanes as single enantiomers. Several examples are provided to highlight the biological importance of this class of compounds.

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Section: Non-carbene Methodsmentioning

confidence: 99%

The preparation and properties of 1,1-difluorocyclopropane derivatives

Adekenova¹,

Wyatt²,

Адекенов³

2021

Beilstein J. Org. Chem.

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“…2,5-Diphenylpyridine (10). 190 mg (82%), yellow solid, mp 173 °C (lit . 177 °C), eluent hexane/AcOEt (80:20).…”

Section: Methodsmentioning

confidence: 99%

“…1 H NMR (200 MHz, CDCl 3 ): δ ) 3.46 (t, J ) 5 Hz, 4H), 3.81 (t, J ) 5 Hz, 4H), 6.53 (d, J ) 9.1 Hz, 1H), 7.56 (dd, J ) 9 and 2.4 Hz, 1H), 8.21 (d, J ) 2.3 Hz, 1H). 13 (22).…”

Section: Methodsmentioning

confidence: 99%

Solid Phase Synthesis of Pyridine-Based Derivatives from a 2-Chloro-5-Bromopyridine Scaffold

Pierrat¹,

Gros²,

Fort³

2005

J. Comb. Chem.

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“…In recent years, introducing difluorocyclopropyl moieties into biomolecules such as nucleosides , and amino acids has been a topic of considerable interest. Furthermore, transformations involving regioselective ring-opening of gem -difluorocyclopropanes provides a variety of useful fluoroorganic compounds. − Therefore, the development of general building blocks for gem -difluorocyclopropanes is of significant importance.…”

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confidence: 99%

“…Furthermore, transformations involving regioselective ring-opening of gem-difluorocyclopropanes provides a variety of useful fluoroorganic compounds. [11][12][13][14] Therefore, the development of general building blocks for gem-difluorocyclopropanes is of significant importance.…”

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confidence: 99%