Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones.
[reaction: see text] A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.
Rueping
Magnus
M
Degussa Endowed Professorship, Institute of Organic Chemistry & Chemical Biology, Johann-Wolfgang Goethe University Frankfurt am Main, Max-von-Laue-Str. 7, D-60438 Frankfurt, Germany. m.rueping@chemie.uni-frankfurt.de
Nachtsheim
Boris J
BJ
Kuenkel
Alexander
A
D000143:Acids / Q000737:chemistry; D000478:Alkylation; D001554:Benzene / Q000737:chemistry*; D019905:Benzyl Alcohol / Q000737:chemistry; D001729:Bismuth / Q000737:chemistry; D002384:Catalysis; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry; D012492:Salts / Q000737:chemistry
D000143:Acids; D008670:Metals; D010422:Pentanones; D020005:Propanols; D012492:Salts; C008790:acetylacetone; D001554:Benzene; C013186:2,3-pentanedione; D019905:Benzyl Alcohol; C020722:cinnamyl alcohol; D001729:Bismuth