14901-29-2

Upstream product

• 108-30-5 succinic acid anhydride 
• 1004-22-4 (phenylethynyl)sodium 
• 67654-83-5 4-oxo-4-(2-phenylethynyl)-1-butanol 
• 4440-01-1 lithium phenylacetylide 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 536-74-3 phenylacetylene 

Downstream Products

• 3919-86-6 3-(5-phenyl-isoxazol-3-yl)-propionic acid 
• 59700-84-4 4-oxo-6-phenyl-5-hexynoic acid methyl ester 
• 21772-12-3 ethyl 4-oxo-6-phenylhex-5-ynoate 

Relevant academic research and scientific papers

Regioselective synthesis of oxepinones and azepinones by gold-catalyzed cycloisomerization of functionalyzed cyclopropyl alkynes

A regioselective synthesis of oxepinones and azepinones in good to excellent yields from alkynylcyclopropanecarboxylic acid derivatives is described. This novel cycloisomerization cascade process consists of a nucleophilic addition followed by a cyclopropane ring-opening, where both donor and acceptor groups are required as substituents of the cyclopropane ring.

Divergent Access to (1,1) and (1,2)-Azidolactones from Alkenes using Hypervalent Iodine Reagents

A versatile synthesis of azidolactones through azidation and cyclization of carboxylic acids onto alkenes has been developed. Based on either photoredox or palladium catalysis, (1,1) and (1,2) azido lactones can be selectively synthesized. The choice of catalyst and benziodoxol(on)e reagent serving as azide source was essential to initiate either a radical or Lewis acid mediated process with divergent outcome. These transformations were carried out under mild conditions using a low catalyst loading and gave access to a large scope of azido lactones.

An Efficient Synthesis of Acetylenic γ- and δ-Hydroxy Ketones, γ- and δ-Keto Acids, and γ-Diketones via Addition of 1-Alkinyllithium Compounds to γ- and δ-Lactones

2-Hydroxy-6-alkyn-5-ones 3, 1-hydroxy-5-alkyn-4-ones 4, and 1-hydroxy-6-alkyn-5-ones 5 are conveniently obtained in exellent yields through a highly selective monoaddition of an 1-alkynyllithium compound 2 to γ-valerolactone (1a), γ-butyrolactone (1b) or

Reactivity and Reactions of Aromatic Acetylenic Acids and Ketones

Some novel reactions of the acetylenic carboxylic acid, 4-oxo-6-phenylhexynoic acid with succinic anhydride are described.One of the products of the reaction is a butyrolactone derivative.Transformation of 4-phenylbut-3-yn-2-one results in the formation of α,β-acetylenic-α'-alkoxy epoxides which are of interest as anti-tumor compounds.