A one-pot oxidative decarboxylation-Friedel-Crafts reaction of acyclic alpha-amino acid derivatives activated by the combination of iodobenzene diacetate/iodine and iron dust.
An efficient one-pot oxidative decarboxylation-Friedel-Crafts reaction of acyclic alpha-amino acid derivatives with electron-rich aromatic compounds is reported. The reaction is activated by the combination of iodobenzene diacetate, iodine and iron dust, resulting in a mild and simple reaction system. The use of iron avoids the oxidation of aromatic compounds, and in situ generation of Fe(III) salts to promote the Friedel-Crafts reaction avoids the use of the highly hygroscopic FeCl(3).
Fan
Renhua
R
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, China. rhfan@fudan.edu.cn
Li
Weixun
W
Wang
Bing
B
D000085:Acetates / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D003653:Decarboxylation; D004391:Dust; D007455:Iodine / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D010084:Oxidation-Reduction
D000085:Acetates; D000596:Amino Acids; D004391:Dust; D007462:Iodobenzenes; C008857:phenyliodosodiacetate; D007455:Iodine; D007501:Iron