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钯催化酰氟的脱羰烷基化反应

Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides.

作者信息

Fu Liyan, Chen Qiang, Wang Zhenhua, Nishihara Yasushi

机构信息

Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.

Research Institute for Interdisciplinary Science, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.

出版信息

Org Lett. 2020 Mar 20;22(6):2350-2353. doi: 10.1021/acs.orglett.0c00542. Epub 2020 Mar 5.

Abstract

Palladium-catalyzed decarbonylative alkylation reactions of acyl fluorides have been developed using alkylboranes having β-hydrogens. A wide range of functional groups were well tolerated, even at the high temperature required for decarbonylation. This protocol provides a diverse C(sp)-C(sp) bond formation via a highly efficient decarbonylative process. The hemilabile bidentate ligand DPPE plays a crucial role for retardation of the undesired β-hydride elimination.

摘要

已开发出使用具有β-氢的烷基硼烷进行钯催化的酰氟脱羰烷基化反应。即使在脱羰所需的高温下,多种官能团也能良好耐受。该方案通过高效的脱羰过程实现了多种C(sp)-C(sp)键的形成。半不稳定双齿配体DPPE对抑制不希望的β-氢消除起着关键作用。

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