Mazuela Javier, Banerjee Debasis, Bäckvall Jan-E
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-10691, Stockholm, Sweden.
J Am Chem Soc. 2015 Aug 5;137(30):9559-62. doi: 10.1021/jacs.5b06068. Epub 2015 Jul 28.
Herein we report an example of tandem oxidative acetoxylation/carbocyclization of arylallenes 1 using Pd(OAc)2. The catalytic protocol is highly selective and provides access to new C-C and C-O bonds leading to a carbocyclization. The reaction proceeds via C-H activation by Pd. Mechanistic investigations show that the C-H activation is not the rate-limiting step and indicate that the reaction proceeds via acetoxylation of the allene.
在此，我们报道了一个使用醋酸钯（Pd(OAc)₂）对芳基丙二烯1进行串联氧化乙酰氧基化/碳环化反应的实例。该催化方法具有高度选择性，能够形成新的碳-碳键和碳-氧键，从而实现碳环化。反应通过钯催化的C-H活化过程进行。机理研究表明，C-H活化并非速率限制步骤，且反应是通过丙二烯的乙酰氧基化进行的。
