Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides

Jincan Li; Chang Cao; Haihong Wu; Kaiwu Dong

doi:10.1021/acs.orglett.3c02402

Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides

Jincan Li
, Chang Cao
, Haihong Wu^*
, Kaiwu Dong^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

7 Scopus citations

Abstract

The cross-coupling of epoxides with acyl chlorides or anhydrides by a nickel/titanocene dual catalytic system is established. A variety of synthetically useful β-hydroxy ketones were obtained in good to high yields by using modified pyridine-oxazoline ligand. The reaction proceeds via the cooperation of titanocene-catalyzed ring-opening of epoxides and nickel-catalyzed acylation of the benzylic radical intermediate.

Original language	English
Pages (from-to)	6959-6963
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	38
DOIs	https://doi.org/10.1021/acs.orglett.3c02402
State	Published - 29 Sep 2023

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title = "Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides",

abstract = "The cross-coupling of epoxides with acyl chlorides or anhydrides by a nickel/titanocene dual catalytic system is established. A variety of synthetically useful β-hydroxy ketones were obtained in good to high yields by using modified pyridine-oxazoline ligand. The reaction proceeds via the cooperation of titanocene-catalyzed ring-opening of epoxides and nickel-catalyzed acylation of the benzylic radical intermediate.",

author = "Jincan Li and Chang Cao and Haihong Wu and Kaiwu Dong",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society",

year = "2023",

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doi = "10.1021/acs.orglett.3c02402",

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T1 - Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides

AU - Li, Jincan

AU - Cao, Chang

AU - Wu, Haihong

AU - Dong, Kaiwu

PY - 2023/9/29

Y1 - 2023/9/29

N2 - The cross-coupling of epoxides with acyl chlorides or anhydrides by a nickel/titanocene dual catalytic system is established. A variety of synthetically useful β-hydroxy ketones were obtained in good to high yields by using modified pyridine-oxazoline ligand. The reaction proceeds via the cooperation of titanocene-catalyzed ring-opening of epoxides and nickel-catalyzed acylation of the benzylic radical intermediate.

AB - The cross-coupling of epoxides with acyl chlorides or anhydrides by a nickel/titanocene dual catalytic system is established. A variety of synthetically useful β-hydroxy ketones were obtained in good to high yields by using modified pyridine-oxazoline ligand. The reaction proceeds via the cooperation of titanocene-catalyzed ring-opening of epoxides and nickel-catalyzed acylation of the benzylic radical intermediate.

UR - https://www.scopus.com/pages/publications/85172940873

U2 - 10.1021/acs.orglett.3c02402

DO - 10.1021/acs.orglett.3c02402

M3 - 文章

C2 - 37726896

AN - SCOPUS:85172940873

SN - 1523-7060

VL - 25

SP - 6959

EP - 6963

JO - Organic Letters

JF - Organic Letters

IS - 38

ER -

Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides

Abstract

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