TY - JOUR
T1 - Rhodium-catalyzed phenylthiolation reaction of heteroaromatic compounds using α-(phenylthio)isobutyrophenone
AU - Arisawa, Mieko
AU - Toriyama, Fumihiko
AU - Yamaguchi, Masahiko
N1 - Funding Information:
This work was supported by a Grant-in-Aid for Scientific Research (No. 21229001), the GCOE program, and the WPI Initiative from JSPS. M.A. expresses her appreciation to the financial supports from the Grant-in-Aid for Scientific Research (No. 22689001) and to the Asahi Glass Foundation.
PY - 2011/5/4
Y1 - 2011/5/4
N2 - In the presence of catalytic amounts of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-benzothiazoles, 1,3-benzoxazoles, and benzothiophene reacted with α-(phenylthio) isobutyrophenone giving 2-phenylthio derivatives. Reactive monocyclic heteroaromatics, 1-methyl-1,2,3,4-tetrazole and 2-cyanothiophene were also converted into the 5-phenylthio derivatives. The use of an appropriate phenylthio transfer reagent is crucial for the efficient catalyzed conversion of heteroaromatic C-H bonds into C-S bonds.
AB - In the presence of catalytic amounts of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-benzothiazoles, 1,3-benzoxazoles, and benzothiophene reacted with α-(phenylthio) isobutyrophenone giving 2-phenylthio derivatives. Reactive monocyclic heteroaromatics, 1-methyl-1,2,3,4-tetrazole and 2-cyanothiophene were also converted into the 5-phenylthio derivatives. The use of an appropriate phenylthio transfer reagent is crucial for the efficient catalyzed conversion of heteroaromatic C-H bonds into C-S bonds.
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U2 - 10.1016/j.tetlet.2011.02.077
DO - 10.1016/j.tetlet.2011.02.077
M3 - Article
AN - SCOPUS:79953275094
SN - 0040-4039
VL - 52
SP - 2344
EP - 2347
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 18
ER -