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钯催化酰基硅烷与炔烃的加成反应:C-Si键的活化

Palladium-catalyzed addition of acylsilanes across alkynes the activation of a C-Si bond.

作者信息

Inagaki Tetsuya, Ando Takahiro, Sakurai Shun, Yamanaka Masahiro, Tobisu Mamoru

机构信息

Department of Applied Chemistry, Graduate School of Engineering, Osaka University Suita 565-0871 Osaka Japan

Department of Chemistry and Research Center for Smart Molecules, Faculty of Science, Rikkyo University Nishi-Ikebukuro, Toshima-ku Tokyo 171-8501 Japan

出版信息

Chem Sci. 2023 Feb 13;14(10):2706-2712. doi: 10.1039/d3sc00181d. eCollection 2023 Mar 8.

Abstract

Palladium-catalyzed addition of a C-Si bond in acylsilanes across the triple bonds in an alkyne bearing a carbonyl group at one terminal is reported. The reaction proceeds with excellent regioselectivity, in which a silyl group is incorporated into the carbon α to the carbonyl group, allowing for straightforward access to a variety of functionalized alkenylsilane derivatives. Catalytic synthesis of indanones by annulation between acylsilanes and alkynes with an identical catalytic system is also reported.

摘要

据报道,钯催化酰基硅烷中的碳 - 硅键加成到一端带有羰基的炔烃的三键上。该反应具有出色的区域选择性,其中硅烷基被引入到羰基的α-碳上,从而可以直接获得各种功能化的烯基硅烷衍生物。还报道了使用相同催化体系通过酰基硅烷和炔烃之间的环化反应催化合成茚满酮。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab02/9993849/c13e4dcd8af3/d3sc00181d-f1.jpg

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