阳离子铱（I）催化酰胺与炔烃的sp(3) C-H键烯基化反应
Cationic Ir(I)-Catalyzed sp(3) C-H Bond Alkenylation of Amides with Alkynes.
作者信息
Tsuchikama Kyoji, Kasagawa Mitsugu, Endo Kohei, Shibata Takanori
机构信息
Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Okubo, Shinjuku, Tokyo 169-8555, Japan.
出版信息
Org Lett. 2009 Apr 16;11(8):1821-3. doi: 10.1021/ol900404r.
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.
一种阳离子铱（I）-联萘二苯基膦催化剂能裂解芳基酰胺的sp(3) C-H键而非sp(2) C-H键，随后与炔烃进行烯基化反应生成烯丙基酰胺。几种类型的酰胺和炔烃适合作为底物，相应的烯丙基酰胺以中等至良好的产率得到。我们还通过氘标记实验证明，羰基导向的sp(3) C-H键裂解是本反应的起始步骤。
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