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Literature DB >> 17025293

Synthesis of 2-alkenyl-3-(alkoxycarbonyl)furans based on Feist-Benary cyclocondensation of (2,4-dioxobutylidene)phosphoranes with alpha-haloketones and alpha-chloracetaldehyde.

Gerson Mross¹, Edith Holtz, Peter Langer.

Abstract

3-Acyl-2-alkenylfurans were prepared by "Feist-Benary cyclocondensation" of (2,4-dioxobutylidene)phosphoranes with chloracetaldehyde and alpha-haloketones and subsequent Wittig reactions.

Entities: Chemical

Mesh：

Substances：
Furans

Year: 2006 PMID： 17025293 DOI： 10.1021/jo061153t

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

3 in total

1. Organocatalytic three-component cascade reaction for the synthesis of spiro[indeno[1,2-b]furan]-triones.

Authors: Somayeh Ahadi; Maryam Abaszadeh; Ayoob Bazgir
Journal: Mol Divers Date: 2012-03-15 Impact factor: 2.943

2. A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

Authors: Zixin Zhang; Aimin Huang; Lin Ma; Jian-Hua Xu; Min Zhang
Journal: RSC Adv Date: 2022-05-18 Impact factor: 4.036

3. Negishi's Reagent Versus Rosenthal's Reagent in the Formation of Zirconacyclopentadienes.

Authors: Sara Urrego-Riveros; Isabel-Maria Ramirez Y Medina; Daniel Duvinage; Enno Lork; Frank D Sönnichsen; Anne Staubitz
Journal: Chemistry Date: 2019-09-04 Impact factor: 5.236

3 in total

Synthesis of 2-alkenyl-3-(alkoxycarbonyl)furans based on Feist-Benary cyclocondensation of (2,4-dioxobutylidene)phosphoranes with alpha-haloketones and alpha-chloracetaldehyde.

1. Organocatalytic three-component cascade reaction for the synthesis of spiro[indeno[1,2-b]furan]-triones.

2. A facile metal-free one-flask synthesis of multi-substituted furans via a BF3·Et2O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

3. Negishi's Reagent Versus Rosenthal's Reagent in the Formation of Zirconacyclopentadienes.

2. A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.