Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions

Qiang Chen; Liyan Fu; Jingwen You; Yasushi Nishihara

doi:10.1055/s-0040-1705954

Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions

Qiang Chen, Liyan Fu, Jingwen You, Yasushi Nishihara

Research Institute for Interdisciplinary Science

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

10 Citations (Scopus)

Abstract

Nickel-catalyzed decarbonylative alkynylation of acyl fluorides with terminal silylethynes under copper-free conditions is described. This newly developed method has a wide substrate scope, affording internal silylethynes in moderate to high yields. The formation of 1,3-diynes as homocoupled products and conjugate enones as carbonyl-retentive products were effectively suppressed.

Original language	English
Article number	st-2020-k0490-c
Pages (from-to)	1560-1564
Number of pages	5
Journal	Synlett
Volume	32
Issue number	15
DOIs	https://doi.org/10.1055/s-0040-1705954
Publication status	Published - Sept 16 2021

Keywords

acyl fluorides
alkynylation
decarbonylation
nickel catalysis
sila-Sonogashira-Hagihara reaction
silylalkynes

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0040-1705954

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title = "Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions",

abstract = "Nickel-catalyzed decarbonylative alkynylation of acyl fluorides with terminal silylethynes under copper-free conditions is described. This newly developed method has a wide substrate scope, affording internal silylethynes in moderate to high yields. The formation of 1,3-diynes as homocoupled products and conjugate enones as carbonyl-retentive products were effectively suppressed. ",

keywords = "acyl fluorides, alkynylation, decarbonylation, nickel catalysis, sila-Sonogashira-Hagihara reaction, silylalkynes",

author = "Qiang Chen and Liyan Fu and Jingwen You and Yasushi Nishihara",

year = "2021",

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language = "English",

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T1 - Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions

AU - Chen, Qiang

AU - Fu, Liyan

AU - You, Jingwen

AU - Nishihara, Yasushi

PY - 2021/9/16

Y1 - 2021/9/16

N2 - Nickel-catalyzed decarbonylative alkynylation of acyl fluorides with terminal silylethynes under copper-free conditions is described. This newly developed method has a wide substrate scope, affording internal silylethynes in moderate to high yields. The formation of 1,3-diynes as homocoupled products and conjugate enones as carbonyl-retentive products were effectively suppressed.

AB - Nickel-catalyzed decarbonylative alkynylation of acyl fluorides with terminal silylethynes under copper-free conditions is described. This newly developed method has a wide substrate scope, affording internal silylethynes in moderate to high yields. The formation of 1,3-diynes as homocoupled products and conjugate enones as carbonyl-retentive products were effectively suppressed.

KW - acyl fluorides

KW - alkynylation

KW - decarbonylation

KW - nickel catalysis

KW - sila-Sonogashira-Hagihara reaction

KW - silylalkynes

UR - http://www.scopus.com/inward/record.url?scp=85095758236&partnerID=8YFLogxK

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U2 - 10.1055/s-0040-1705954

DO - 10.1055/s-0040-1705954

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VL - 32

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EP - 1564

JO - Synlett

JF - Synlett

IS - 15

M1 - st-2020-k0490-c

ER -

Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions

Abstract

Keywords

ASJC Scopus subject areas

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