77341-89-0

Upstream product

• 13136-09-9 phenyl(tribromomethyl)carbinyl acetate 
• 109-72-8 n-butyllithium 
• 1129-65-3 (hex-1-yn-1-yl)benzene 
• 106-98-9 1-butylene 
• 107-01-7 butene-2 
• 693-03-8 n-butyl magnesium bromide 
• 1191-47-5 dibutylmagnesium 
• 693-04-9 butyl magnesium bromide 
• 38158-81-5 phenyl(tribromomethyl)carbinol 
• 529508-35-8 2-butyl-2-(hydroxy-phenyl-methyl)-hexanenitrile 
• 100-52-7 benzaldehyde 
• 529508-43-8 methanesulfonic acid 2-butyl-2-cyano-1-phenyl-hexyl ester 
• 407617-08-7 1,1,1-tribromo-2-phenyl-2-(trimethylsiloxy)ethane 
• 698-88-4 (2,2-dichlorovinyl)benzene 

Relevant academic research and scientific papers

Iron-copper cooperative catalysis in the reactions of alkyl grignard reagents: Exchange reaction with alkenes and carbometalation of alkynes

Iron-copper cooperative catalysis is shown to be effective for an alkene-Grignard exchange reaction and alkylmagnesiation of alkynes. The Grignard exchange between terminal alkenes (RCH=CH2) and cyclopentylmagnesium bromide was catalyzed by FeCl3 (2.5 mol %) and CuBr (5 mol %) in combination with PBu3 (10 mol %) to give RCH2CH 2MgBr in high yields. 1-Alkyl Grignard reagents add to alkynes in the presence of a catalyst system consisting of Fe(acac)3, CuBr, PBu3, and N,N,N″,N″-tetramethylethylenediamine to give β-alkylvinyl Grignard reagents. The exchange reaction and carbometalation take place on iron, whereas copper assists with the exchange of organic groups between organoiron and organomagnesium species through transmetalation with these species. Sequential reactions consisting of the alkene-Grignard exchange and the alkylmagnesiation of alkynes were successfully conducted by adding an alkyne to a mixture of the first reaction. Isomerization of Grignard reagents from 2-alkyl to 1-alkyl catalyzed by Fe-Cu also is applicable as the first 1-alkyl Grignard formation step.

Iron-catalyzed carbolithiation of alkynes having no heteroatoms

Alkyl- and aryllithium compounds were found to add to alkynes having no heteroatoms in the presence of an iron or iron-copper catalyst to give various trisubstituted vinyllithium compounds.

A facile method for the construction of highly substituted acetonitriles and olefins. Malononitriles as acetonitrile carbanion and alkylidene dianion equivalents

The use of malononitrile to facilitate the preparation of highly substituted nitriles, via reductive alkylation/addition, and olefins, via a combination of reductive addition and reductive elimination, is described.

Synthesis of trisubstituted and tetrasubstituted alkenes via a manganate-induced migration-elimination process

Preparation of alkenes via a manganate-induced alkylation-elimination sequence was investigated. The reaction of 2-alkoxy-1,1-dibromoalkanes with trialkylmanganates afforded disubstituted or trisubstituted alkenes. Treatment of 2-alkoxy-1,1,1-tribromoalkanes with trialkylmanganates provided trisubstituted or tetrasubstituted alkenes through bromine-metal exchange, transfer of two alkyl groups from manganese to carbon, and successive elimination of metal and the β-alkoxy moieties.