Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides

Liyan Fu; Qiang Chen; Zhenhua Wang; Yasushi Nishihara

doi:10.1021/acs.orglett.0c00542

Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides

Liyan Fu, Qiang Chen, Zhenhua Wang, Yasushi Nishihara

Research Institute for Interdisciplinary Science

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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(sp²)-C(sp³) 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.

Original language	English
Journal	ACS Applied Materials and Interfaces
DOIs	https://doi.org/10.1021/acs.orglett.0c00542
Publication status	Accepted/In press - Jan 1 2020

ASJC Scopus subject areas

Materials Science(all)

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10.1021/acs.orglett.0c00542

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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(sp2)-C(sp3) 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.",

author = "Liyan Fu and Qiang Chen and Zhenhua Wang and Yasushi Nishihara",

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AU - Wang, Zhenhua

AU - Nishihara, Yasushi

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Y1 - 2020/1/1

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AB - 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(sp2)-C(sp3) 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.

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