TY - JOUR
T1 - Anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases
AU - Tajima, Toshiki
AU - Kishi, Yuichiro
AU - Nakajima, Atsushi
PY - 2009/10/1
Y1 - 2009/10/1
N2 - We have developed a novel electrolytic system for anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases. On the basis of the electrolytic system, anodic acyloxylation of organic compounds, which even have considerably high oxidation potentials, was successfully carried out to provide the corresponding acyloxylated products in moderate to excellent yields. Furthermore, it was found that silica gel supported bases are not only chemically stable under acidic conditions but also electrochemically stable and thus reusable for many times.
AB - We have developed a novel electrolytic system for anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases. On the basis of the electrolytic system, anodic acyloxylation of organic compounds, which even have considerably high oxidation potentials, was successfully carried out to provide the corresponding acyloxylated products in moderate to excellent yields. Furthermore, it was found that silica gel supported bases are not only chemically stable under acidic conditions but also electrochemically stable and thus reusable for many times.
KW - Acid-base reaction
KW - Anodic acetoxylation
KW - Anodic trifluoroacetoxylation
KW - Solid-supported base
KW - Supporting electrolyte
UR - http://www.scopus.com/inward/record.url?scp=67649195909&partnerID=8YFLogxK
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U2 - 10.1016/j.electacta.2009.05.067
DO - 10.1016/j.electacta.2009.05.067
M3 - Article
AN - SCOPUS:67649195909
VL - 54
SP - 5959
EP - 5963
JO - Electrochimica Acta
JF - Electrochimica Acta
SN - 0013-4686
IS - 24
ER -