TY - JOUR
T1 - Rhodium-catalyzed interconversion between acid fluorides and thioesters controlled using heteroatom acceptors
AU - Arisawa, Mieko
AU - Yamada, Toru
AU - Yamaguchi, Masahiko
N1 - Funding Information:
This work was supported by Grant-in-Aid for Scientific Research (No. 21229001 ), GCOE program , and WPI Initiative from JSPS . M.A. expresses her thanks to the Grant-in-Aid for Scientific Research (No. 22689001 ) and the Asahi Glass Foundation .
PY - 2010/11/24
Y1 - 2010/11/24
N2 - A rhodium complex catalyzed the equilibrium acyl transfer reaction between acid fluorides and thioesters. In the presence of fluoride or thiolate acceptors, the reaction could be shifted to either product. RhH(PPh 3)4-dppe catalyzed the reaction of acid fluorides and diorgano disulfides in the presence of triphenylphosphine giving thioesters, which was accompanied by triphenylphosphine difluoride. The same complex catalyzed the reaction of aryl thioesters and hexafluorobenzene giving acid fluorides, which was accompanied by 1,4-di(arylthio)-2,3,5,6- tetrafluorobenzenes.
AB - A rhodium complex catalyzed the equilibrium acyl transfer reaction between acid fluorides and thioesters. In the presence of fluoride or thiolate acceptors, the reaction could be shifted to either product. RhH(PPh 3)4-dppe catalyzed the reaction of acid fluorides and diorgano disulfides in the presence of triphenylphosphine giving thioesters, which was accompanied by triphenylphosphine difluoride. The same complex catalyzed the reaction of aryl thioesters and hexafluorobenzene giving acid fluorides, which was accompanied by 1,4-di(arylthio)-2,3,5,6- tetrafluorobenzenes.
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U2 - 10.1016/j.tetlet.2010.09.009
DO - 10.1016/j.tetlet.2010.09.009
M3 - Article
AN - SCOPUS:77958512336
VL - 51
SP - 6090
EP - 6092
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 47
ER -