60728-63-4

Upstream product

• 87244-14-2 (E)-4-Bromo-5,5-dichloro-1-phenyl-penta-2,4-dien-1-one 
• 444886-89-9 (E)-2-bromo-5-phenylpent-2-en-4-ynoic acid 
• 13984-49-1 (phenylethynyl)zinc chloride 
• 208194-62-1 (2E)-ethyl 2-bromo-5-phenylpent-2-en-4-ynoate 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

A novel protocol for the stereoselective synthesis of variously substituted (Z)-5-ylidene-5H-furan-2-ones

The Pd(II)- or Ag(I)-catalyzed lactonization of easily available (E)-4- (1-alkynyl)-2-bromopropenoic acids provides (Z)-3-bromo-5-ylidene-5H-furan- 2-ones, 5. These compounds, which represent an unpreviously reported class of (Z)-alkylidenebutenolides, are able to undergo Pd-catalyzed cross-coupling reactions with arylzinc halides, tetraalkylstannanes or alkenylstannanes to provide the corresponding 3-substituted (Z)-5-ylidene-5H-furan-2-ones, 1. The new procedure for the preparation of compounds 1 has been employed in a new synthesis of the butter flavour component bovolide.