3333-24-2

Upstream product

• 119405-97-9 4-phenyl-1,1-dibromo-1-butene 
• 105644-22-2 C₁₆H₁₄O₂ 

Downstream Products

• 76062-40-3 (3,4-Dihydro-naphthalen-1-yl)-diphenyl-phosphane 
• 32891-88-6 (4-methoxyphenyl)(naphth-1-yl)methane 
• 618912-48-4 C₁₀H₉Pd(P(C₆H₅)3)2Br 
• 1173658-36-0 3-phenyl-4-(3,4-dihydronaphthalen-1-yl)sydnone 
• 1314684-09-7 (3,4-dihydronaphthalen-1-yl)(3,4-dimethoxyphenyl)methanol 
• 1056246-70-8 2-bromo-1-tetralone 
• 162111-49-1 4-(1-phenylvinyl)-1,2-dihydronaphthalene 
• 85838-94-4 N-Boc-1,2,3,6-tetrahydropyridine 
• 149512-01-6 1,2-dihydro-4-iodonaphthalene 
• 1128-65-0 [1,1']bicyclohexyl-1,1'-diene 
• 447-53-0 1,2-Dihydronaphthalene 
• 5405-96-9 3,3',4,4'-tetrahydro-1,1'-binaphthalene 

Relevant academic research and scientific papers

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.

Halogenative Deoxygenation of Ketones; Vinyl Bromides and/or gem-Dibromides by Cleavage of 1,3-Benzodioxoles (Ketone Phenylene Acetals) with Boron Tribromide

Representative ketones 1 have been converted in generally good yields to the respective 1,3-benzodioxoles 5 by trans-acetalization of ketone dimethyl acetals with 1,2-dihydroxybenzene, and cleaved with boron tribromide. 1,3-Benzodioxoles derived from α-unbranched aliphatic ketones gave in general a mixture of vinyl bromides and gem-dibromides; pure gem-dibromides could be selectively obtained in most of cases using a suitable reaction time. 1,3-Benzodioxoles derived from α-branched ketones gave complex mixtures and their cleavage appears to be of little synthetic signifance. 1,3-Benzodioxoles of aromatic ketones gave vinyl bromides only.Aliphatic cyclic gem-dibromides 3 were converted to the respective vinyl bromides 2 by phase-transfer-catalysed dehydrobromination.