51136-87-9

Upstream product

• 98-83-9 isopropenylbenzene 
• 110-51-0 borane pyridine 

Downstream Products

• 16251-77-7 3-Phenylbutyraldehyde 
• 51134-69-1 2-Phenyl-octan-4-one 
• 92474-77-6 cumene hydroperoxide 
• 13213-10-0 3-methyl-1-(2-phenyl-propyl)-2,3-dihydro-1H-benzo[b]borole 
• 82537-55-1 N-(2-Oxo-1,2-diphenyl-ethyl)-3,N-diphenyl-butyramide 
• 70197-10-3 4-methyl-N-(2-phenylpropyl)benzenesulfonamide 
• 123455-91-4 (5,5-difluoropent-4-en-2-yl)benzene 
• 88959-00-6 2-phenylpropyl phenyl telluride 
• 16433-43-5 4-phenyl-1-pentanoic acid 
• 906448-12-2 3,3-difluoro-1-phenyl-2-(2-phenylpropyl)prop-2-en-1-one 

Relevant academic research and scientific papers

Domino Friedel-crafts-type cyclizations of difluoroalkenes promoted by the α-cation-stabilizing effect of fluorine: An efficient method for synthesizing angular PAHs

In order to synthesize polycyclic aromatic hydrocarbons with nonlinear arrangements (angular PAHs), acid-promoted domino cyclizations of 1,1-difluoroalk-1-enes and 1,1-difluoroalka-1,3-dienes were studied. 1,1-Difluoroalkenes, each bearing two aryl substituents, were regioselectively protonated with FSO3H·SbF5 to generate fluorine-stabilized carbocations, which readily underwent domino Friedel-Crafts-type cyclizations to give carbocycles based on 6/n/m/6 ring systems (n,m=5-7) in good to high yields. Protonation of 1,1-difluoroalka-1,3- dienes took place at their electron-rich methylene (CH2) carbon atoms in the presence of milder acids such as camphorsulfonic acid and trifluoromethanesulfonic acid. Domino cyclizations of the resulting fluorine-stabilized allylic carbocations afford carbocycles based on 6/6/6/6 or 6/6/5/6 ring systems in high yields.

Efficient helicene synthesis: Friedel-crafts-type cyclization of 1,1-difluoro-1-alkenes

(Chemical Equation Presented) The unique properties of fluorine substituents, leaving groups that also stabilize an a carbocation, are exploited in a high-yielding synthesis of substituted [4]- to [6]helicenes in three or four steps from commercially available compounds: Two fused benzene rings are constructed in the title reaction of readily prepared 1,1-difluoro-1-alkenes containing two aryl groups followed by dehydrogenation (see scheme).

Friedel-Crafts-type cyclization of 2,2-difluorovinyl ketones via α-fluorocarbocations and its application in domino cyclizations

2,2-Difluorovinyl ketones bearing an aryl group undergo Friedel-Crafts-type cyclization via carbocations stabilized by α-fluorines on treatment with a trimethylsilylating agent [Me3SiOTf or Me3SlB(OTf) 4]. The reaction aff

Friedel-crafts cyclization of 1,1-difluoroalk-1-enes: Synthesis of benzene-fused cyclic ketones via α-fluorocarbocations

1,1-Difluoroalk-1-enes bearing a phenyl group at the C-3, -4, or -5 position, readily obtained from 2,2,2-trifluoroethyl p-toluenesulfonate, are treated with FSO3H·SbF5 to undergo Friedel-Crafts cyclization in (CF3)2CHOH. The cyclization takes place via α-fluorocarbocations, followed by spontaneous hydrolysis of the C-F bond to afford bicyclic ketones including a five, six, or seven-membered ring in good yield.