Nickel-Catalyzed C–CN Bond Formation via Decarbonylative Cyanation of Esters, Amides, and Intramolecular Recombination Fragment Coupling of Acyl Cyanides

Adisak Chatupheeraphat; Hsuan-Hung Liao; Shao-Chi Lee; Magnus Rueping

doi:10.1021/acs.orglett.7b01905

Nickel-Catalyzed C–CN Bond Formation via Decarbonylative Cyanation of Esters, Amides, and Intramolecular Recombination Fragment Coupling of Acyl Cyanides

Adisak Chatupheeraphat, Hsuan-Hung Liao, Shao-Chi Lee, Magnus Rueping

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

75 Scopus citations

Abstract

An efficient nickel-catalyzed decarbonylative cyanation reaction which allows the direct functional-group interconversion of readily available esters into the corresponding nitriles was developed. This reaction successfully offers access to structurally diverse nitriles with high efficiency and excellent functional-group tolerance and provides a good alternative to classical synthetic pathways from diazonium salts or organic halide compounds.

Original language	English (US)
Pages (from-to)	4255-4258
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.7b01905
State	Published - Aug 7 2017

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abstract = "An efficient nickel-catalyzed decarbonylative cyanation reaction which allows the direct functional-group interconversion of readily available esters into the corresponding nitriles was developed. This reaction successfully offers access to structurally diverse nitriles with high efficiency and excellent functional-group tolerance and provides a good alternative to classical synthetic pathways from diazonium salts or organic halide compounds.",

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AU - Chatupheeraphat, Adisak

AU - Liao, Hsuan-Hung

AU - Lee, Shao-Chi

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2017/8/7

Y1 - 2017/8/7

N2 - An efficient nickel-catalyzed decarbonylative cyanation reaction which allows the direct functional-group interconversion of readily available esters into the corresponding nitriles was developed. This reaction successfully offers access to structurally diverse nitriles with high efficiency and excellent functional-group tolerance and provides a good alternative to classical synthetic pathways from diazonium salts or organic halide compounds.

AB - An efficient nickel-catalyzed decarbonylative cyanation reaction which allows the direct functional-group interconversion of readily available esters into the corresponding nitriles was developed. This reaction successfully offers access to structurally diverse nitriles with high efficiency and excellent functional-group tolerance and provides a good alternative to classical synthetic pathways from diazonium salts or organic halide compounds.

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ER -

Nickel-Catalyzed C–CN Bond Formation via Decarbonylative Cyanation of Esters, Amides, and Intramolecular Recombination Fragment Coupling of Acyl Cyanides

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