35304-87-1

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(E)-5-(phenylmethylene)furan-2(5H)-one is utilized as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its distinctive structure allows for the development of novel compounds with potential applications in these fields.
Used in Research and Development:
(E)-5-(phenylmethylene)furan-2(5H)-one is also employed in research and development, where it is studied for its potential biological activities and implications in drug development. The exploration of its properties and interactions with other molecules contributes to the advancement of chemistry and pharmacology.
Used in Chemical Synthesis:
(E)-5-(phenylmethylene)furan-2(5H)-one serves as a valuable building block in chemical synthesis, enabling the creation of a wide range of compounds with diverse applications across various industries. Its unique properties make it a promising candidate for the development of new products with commercial and scientific potential.

Upstream product

• 16900-64-4 4-phenylbut-1-en-3-yne-1,1-dicarboxylic acid 
• 3112-88-7 Benzyl phenyl sulfone 
• 960-16-7 tributylphenylstannane 
• 1775-46-8 3,5-dibromolevulinic acid 
• 32323-44-7 5-(dibromomethylene)-2(5H)-furanone 
• 676556-25-5 (Z)-5-(1-bromo-1-phenylmethylene)-2(5H)-furanone 
• 497-23-4 2-buten-4-olide 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Ring-Closing Metathesis Reactions of Acyloxysulfones: Synthesis of γ-Alkylidene Butenolides

An acyloxysulfone ring-closing metathesis/sulfone elimination sequence has been developed for the preparation of various γ-alkylidene butenolides. The elimination is proposed to proceed via an E1cb mechanism leading to (Z)-γ-alkylidene butenolides as the major products.

A Novel Access to γ-Alkylidenebutenolides: Sequential Stille Couplings of Dibromomethylenebutenolides

γ-(Dibromomethylene)butenolide (2) and β-bromo-γ- (bromomethylene)butenolide (Z-5), both of which obtained from dibromolevulinic acid (6) in a single step, underwent Pd-catalyzed couplings with phenyl- or styryltributylstannane giving mono-bromobutenolides with excellent stereo- and regiocontrol. A second Stille coupling or the reduction with Zn dust led to bromine-free γ-alkylidenebutenolides as single stereoisomers.

THE SERIES OF SUBSTITUTED BUTANOLIDES AND BUTENOLIDES. IV. 4-ARYLIDENE(HETEROARYLIDENE)-2-BUTENOLIDES

A larger number of 4-arylidene- and 4-heteroarylidene-2-butenolides were obtained by the reaction of 2-butenolide with aromatic and heteroaromatic aldehydes in the presence of piperidine.

Cyclisation of Acetylenecarboxylic Acid. Synthesis of γ-Methylenebutyrolactones

Various γ-exo-methylenebutyrolactones have been synthesized in excellent yield by the cyclisation of acetylenecarboxylic acids in the presence of a catalytic amount of mercury(II) oxide.Cyclisation of terminal acetylene compounds proceeded regioselectively to give γ-exo-methylenebutyrolactones as the sole product.Disubstituted acetylenes also gave the (Z)-configurational enol lactone, but small amounts of an (E)-isomer of a γ-exo-enol lactone and a δ-lactone (α-pyrone) were also formed.Spectral properties and stereochemistry of the exo-enol lactones are also discussed.