Cationic Ir(I)-Catalyzed sp(3) C-H Bond Alkenylation of Amides with Alkynes.
A cationic Ir(I)-BINAP catalyst cleaved sp(3) C-H bonds of arylamides rather than sp(2) C-H bonds, which was followed by alkenylation with alkynes to give allylamides. Several types of amides and alkynes were suitable as substrates, and the corresponding allylamides were obtained in moderate to good yield. We also demonstrated that carbonyl-directed sp(3) C-H bond cleavage would be an initial step in the present reaction by a deuterium-labeling experiment.
Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Okubo, Shinjuku, Tokyo 169-8555, Japan.
Kyoji
K
Tsuchikama
Mitsugu
M
Kasagawa
Kohei
K
Endo
Takanori
T
Shibata