Palladium-catalyzed amidation by chemoselective C(sp3)-H activation: concise route to oxindoles using a carbamoyl chloride precursor.
Quite select: a new strategy was developed for the synthesis of various oxindoles from carbamoyl chlorides. Under the optimum reaction conditions, with Ad(2)PBu as a ligand, tBuCONHOH as an additive, and a CO atmosphere, selective C(sp(3))-H activation proceeded in the presence of a C(sp(2))-H bond. Ad=adamantyl.
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Japan.
Chihiro
C
Tsukano
Masataka
M
Okuno
Yoshiji
Y
Takemoto
D002244:Carbon / Q000737:chemistry; D002248:Carbon Monoxide / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D000078183:Oxindoles; D010165:Palladium / Q000737:chemistry*
D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D010165:Palladium; D002244:Carbon; D002248:Carbon Monoxide; D006859:Hydrogen