1238892-72-2

Basic information

• Product Name: 4-fluoro-2-(2-methylprop-1-en-1-yl)-1-(phenylethynyl)benzene
• Synonyms: 4-fluoro-2-(2-methylprop-1-en-1-yl)-1-(phenylethynyl)benzene
• CAS NO: 1238892-72-2
• Molecular Weight: 250.316
• Mol File: 1238892-72-2.mol

Chemical Properties

• CAS DataBase Reference: 4-fluoro-2-(2-methylprop-1-en-1-yl)-1-(phenylethynyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluoro-2-(2-methylprop-1-en-1-yl)-1-(phenylethynyl)benzene(1238892-72-2)
• EPA Substance Registry System: 4-fluoro-2-(2-methylprop-1-en-1-yl)-1-(phenylethynyl)benzene(1238892-72-2)

Safety Data

• Hazardous Substances Data: 1238892-72-2(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 943835-77-6 5-fluoro-2-(2-phenylethynyl)benzaldehyde 
• 24470-78-8 isopropyltriphenylphosphonium iodide 

Downstream Products

• 1238893-04-3 6-fluoro-1-(2-methoxypropan-2-yl)-2-phenyl-1H-indene 
• 1238893-05-4 6-fluoro-1-(2-methoxypropan-2-yl)-2-phenyl-1H-indene 
• 1238892-81-3 6-fluoro-2-phenyl-1-(prop-1-en-2-yl)-1H-indene 
• 1238893-06-5 6-fluoro-1-(2-hydroxypropan-2-yl)-2-phenyl-1H-indene 
• 1238892-82-4 6-fluoro-2-phenyl-1-(prop-1-en-2-yl)-1H-indene 
• 1238893-07-6 6-fluoro-1-(2-hydroxypropan-2-yl)-2-phenyl-1H-indene 
• 1256498-62-0 6-fluoro-3-iodo-2-phenyl-1-(prop-1-en-2-yl)-1H-indene 
• 1256498-69-7 3-bromo-6-fluoro-2-phenyl-1-(prop-1-en-2-yl)-1H-indene 
• 1256498-77-7 6-fluoro-3-iodo-1-(2-methoxypropan-2-yl)-2-phenyl-1H-indene 

Relevant articles and documents

Palladium-Catalyzed Dialkylation of C-C Triple Bonds: Access to Multi-Functionalized Indenes

A palladium-catalyzed dialkylation of 1,3-dien-5-ynes was developed using alkenyl double bonds as the initiator and terminator for the synthesis of functionalized indene derivatives. The reactions were performed under mild reaction conditions, affording the corresponding multi-substituted indene derivatives in high efficiency via unprecedented 5-endo cyclization and alkylation processes. It was found that the substituent location at the alkenyl double bond was essential for the chemoselective synthesis of the indene and naphthalene derivatives, respectively.

Gold(I)-catalyzed cycloisomerizations and alkoxycyclizations of ortho-(alkynyl)styrenes

Indenes and related polycyclic structures have been efficiently synthesized by gold(I)-catalyzed cycloisomerizations of appropriate ortho-(alkynyl)styrenes. Disubstitution at the terminal position of the olefin was demonstrated to be essential to obtain products originating from a formal 5-endo-dig cyclization. Interestingly, a complete switch in the selectivity of the cyclization of o-(alkynyl)-a-methylstyrenes from 6-endo to 5-endo was observed by adding an alcohol to the reaction media. This allowed the synthesis of interesting indenes bearing an all-carbon quaternary center at C1. Moreover, dihydrobenzo[a]fluorenes can be obtained from substrates bearing a secondary alkyl group at the β-position of the styrene moiety by a tandem cycloisomerization/1,2-hydride migration process. In addition, diverse polycyclic compounds were obtained by an intramolecular gold-catalyzed alkoxycyclization of o-(alkynyl)styrenes bearing a nucleophile in their structure. Finally, the use of a chiral gold complex allowed access to elusive chiral 1H-indenes in good enantioselectivities.

Gold(I)-catalyzed enantioselective synthesis of functionalized indenes

Chemical Equation Presented Can you dig it? An asymmetric synthesis of functionalized 1H-indenes from easily available ortho-(alkynyl)styrene derivatives under mild reaction conditions has been achieved. The reactions proceed through an unprecedented and selective 5-endo-dig gold(l)-catalyzed cycloisomerization or alkoxycyclization, if water or an alcohol is present (see scheme).

Halocyclization of o-(alkynyl)styrenes. Synthesis of 3-halo-1H-indenes

o-(Alkynyl)styrenes undergo halocarbocyclization processes via a 5-endo-dig ring closure. By this strategy an efficient synthesis of 3-halo-1H-indene derivatives has been developed.