676556-25-5

Upstream product

• 32323-44-7 5-(dibromomethylene)-2(5H)-furanone 
• 960-16-7 tributylphenylstannane 
• 1775-46-8 3,5-dibromolevulinic acid 
• 123-76-2 levulinic acid 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1218769-65-3 (Z)-5-(phenylthiophene-3-ylmethylene)furan-2-(5H)-one 
• 35304-86-0 (Z)-5-phenyl-2,4-pentadien-4-olide 
• 35304-87-1 (E)-4-benzylidene-2-butenolide 

Relevant academic research and scientific papers

METHYLENE FURANONE DERIVATIVES AND USE OF SAID DERIVATIVES AS A PHOTOPROTECTING OR ANTIOXIDANT OR DEPIGMENTATION AGENT IN COSMETIC OR DERMATOLOGICAL COMPOSITIONS

The present invention relates to novel methylene furanone derivatives as well as the use thereof as a protective, antioxidant, or depigmentation agent in cosmetic or dermatological compositions. The invention also relates to a method for preparing said derivatives involving a Suzuki-Miyaura coupling reaction from corresponding dibromofuranone derivatives. The invention also relates to a method of preparation involving a coupling reaction of 2-methoxy-furan derivatives with a ketone followed by dehydration.

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.