Nucleophilic reactions at vinylic center. 27. Vinylic substitution of 1,2-dibromo-1,2-difluoroethylene and tribromofluoroethylene. An intramolecular kBr/kF element effect and apparent inversion of configuration in SNV reactions

Bagrat A. Shainyan; Zvi Rappoport

doi:10.1021/jo00064a036

Nucleophilic reactions at vinylic center. 27. Vinylic substitution of 1,2-dibromo-1,2-difluoroethylene and tribromofluoroethylene. An intramolecular kBr/kF element effect and apparent inversion of configuration in SNV reactions

The Journal of Organic Chemistry ◽

10.1021/jo00064a036 ◽

1993 ◽

Vol 58 (12) ◽

pp. 3421-3428 ◽

Cited By ~ 13

Author(s):

Bagrat A. Shainyan ◽

Zvi Rappoport

Keyword(s):

Nucleophilic Reactions ◽

Vinylic Substitution

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ChemInform Abstract: Nucleophilic Reactions at Vinylic Center. Part 27. Vinylic Substitution of 1,2-Dibromo-1,2-difluoroethylene and Tribromofluoroethylene. An Intramolecular kBr/kF Element Effect and Apparent Inversion of Configuration in SNV Reactions.

ChemInform ◽

10.1002/chin.199339083 ◽

2010 ◽

Vol 24 (39) ◽

pp. no-no

Author(s):

B. A. SHAINYAN ◽

Z. RAPPOPORT

Keyword(s):

Nucleophilic Reactions ◽

Vinylic Substitution

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Recent Developments in the Asymmetric Detrifluoroacetylative Reactions of in situ Generated Mono-Fluorinated Enolates

Current Organic Chemistry ◽

10.2174/1385272824999200801022712 ◽

2020 ◽

Vol 24 (18) ◽

pp. 2181-2191

Author(s):

Li Wang ◽

Ziyi Li ◽

Jiang Liu ◽

Jianlin Han ◽

Hiroki Moriwaki ◽

...

Keyword(s):

Organic Chemistry ◽

Bond Cleavage ◽

Synthetic Methodology ◽

Research Topics ◽

Synthetic Organic Chemistry ◽

Nucleophilic Reactions ◽

F Center ◽

Recent Developments

The development of an efficient and mild synthetic methodology for the construction of bioactive fluorine-containing molecules represents one of the hot research topics in general synthetic organic chemistry. In this review, some recent progresses achieved in the development of detrifluoroacetylatively generated mono-fluorinated enolates via CC bond cleavage and their asymmetric nucleophilic reactions for assembly of chiral quaternary C-F center containing compounds.

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New Substituted Difurylchalcones

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19922203 ◽

1992 ◽

Vol 57 (10) ◽

pp. 2203-2207 ◽

Cited By ~ 1

Author(s):

Katarína Špirková ◽

Štefan Stankovský

Keyword(s):

Nmr Spectra ◽

Knoevenagel Condensation ◽

Secondary Amines ◽

H Nmr ◽

Nucleophilic Reactions

Preparation of 1-(5-substituted-2-furyl)-2-phenylsulfonyl-2-furoyl ethylenes (IIa-IId) using the Lehnert modification of Knoevenagel condensation, as well as substitution nucleophilic reactions of the 1-(5-bromo-2-furoyl)-2-phenylsulfonyl-2-furoyl derivative (IIa) with the corresponding phenolate, thiophenolate and secondary amines are described. IR, UV and 1H NMR spectra of final products are presented.

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