1342799-89-6

Basic information

• Product Name: (E)-1-fluoro-4-(4-phenylbut-1-en-3-yn-1-yl)benzene
• Synonyms: (E)-1-fluoro-4-(4-phenylbut-1-en-3-yn-1-yl)benzene
• CAS NO: 1342799-89-6
• Molecular Weight: 222.262
• Mol File: 1342799-89-6.mol

Chemical Properties

• CAS DataBase Reference: (E)-1-fluoro-4-(4-phenylbut-1-en-3-yn-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-fluoro-4-(4-phenylbut-1-en-3-yn-1-yl)benzene(1342799-89-6)
• EPA Substance Registry System: (E)-1-fluoro-4-(4-phenylbut-1-en-3-yn-1-yl)benzene(1342799-89-6)

Safety Data

• Hazardous Substances Data: 1342799-89-6(Hazardous Substances Data)

Upstream product

• 115665-67-3 (E)-1-fluoro-4-(2-bromovinyl)benzene 
• 536-74-3 phenylacetylene 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 870122-74-0 2-bromo-1-(4-fluorophenyl)ethylene 
• 98-86-2 acetophenone 
• 405-99-2 para-fluorostyrene 
• 932-87-6 1-Bromo-2-phenylacetylene 

Relevant articles and documents

Copper-catalyzed aerobic oxidative transformation of ketone- Derived N-tosyl hydrazones: An entry to alkynes

A novel strategy involving Cu-catalyzed oxidative transformation of ketone-derived hydrazone moiety to various synthetic valuable internal alkynes and diynes has been developed. This method features inexpensive metal catalyst, green oxidant, good functional group tolerance, high regioselectivity and readily available starting materials. Oxidative deprotonation reactions were carried out to form internal alkynes and symmetrical diynes. Cross-coupling reactions of hydrazones with halides and terminal alkynes were performed to afford functionalized alkynes and unsymmetrical conjugated diynes. A mechanism proceeding through a Cu-carbene intermediate is proposed for the CC triple bond formation.

Ligand-accelerating low-loading copper-catalyzed effective synthesis of (E)-1,3-enynes by coupling between vinyl halides and alkynes performed in water

The useful conjugated enynes could be easily prepared via low-loading (0.0001 mol %) copper-catalyzed coupling between vinyl halides and terminal alkynes. It is noteworthy that this reaction could be preformed in water without using any co-solvents and the desired 1,3-enynes could be obtained with good yields. In the catalytic reaction, ligand-acceleration effect was markable.

Copper(I) hydroxyapatite catalyzed sonogashira reaction of alkynes with styrenyl bromides. Reaction of cis -styrenyl bromides forming unsymmetric diynes

An efficient Sonogashira coupling of terminal alkynes and styrenyl bromides has been achieved under the catalysis of hydroxyapatite-supported copper(I). The trans-styrenyl bromides produce the usual trans-enyne products, whereas the cis-styrenyl bromides lead to unsymmetric 1,3-diynes by the cross coupling of terminal alkyne and the alkyne generated from the cis-styrenyl bromide. A series of trans-enynes and unsymmetric 1,3-diynes have been synthesized by this protocol.

Copper(i)-catalyzed synthesis of 1,3-enynes via coupling between vinyl halides and alkynes or domino coupling of vinyl halides

1,3-Enynes were easily prepared from coupling between vinyl halides and alkynes or domino coupling of vinyl halides in the presence of copper iodide. It is noteworthy that the double-bond geometry of the vinyl halides was retained during the reaction. This ligand-free protocol is potentially useful and practical.

Highly regio- and stereoselective synthesis of 1,3-enynes from unactivated ethylenes via palladium-catalyzed cross-coupling

An efficient procedure for regio- and stereoselective synthesis of a series of conjugated enynes by a simple Pd-catalyzed cross-coupling reaction of unactivated ethylenes and ethynyl bromide has been developed. The reaction proceeds smoothly in DMF to give the corresponding products in good to excellent yields. The protocol can tolerate a broad range of functional groups on the substrates.