A coupling reaction of aryltributyltin with olefins mediated by palladium(II) acetate

Kazunori Hirabayashi; Jun Ichi Ando; Yasushi Nishihara; Atsunori Mori; Tamejiro Hiyama

doi:10.1055/s-1999-2562

A coupling reaction of aryltributyltin with olefins mediated by palladium(II) acetate

Kazunori Hirabayashi, Jun Ichi Ando, Yasushi Nishihara, Atsunori Mori, Tamejiro Hiyama

Research output: Contribution to journal › Article

46 Citations (Scopus)

Abstract

Phenytributyltin is found to react with butyl acrylate in the presence of Pd(OAc)₂ (10 mol%), Cu(OAc)₂ (3 mol), and LiOAc (2 mol) in DMF to afford butyl 3-phenylpropenoate in 77% yield. Methyl vinyl ketone, acrolein, acrylonitrile, and styrene are also applicable to this reaction as a substrate.

Original language	English
Pages (from-to)	99-101
Number of pages	3
Journal	Synlett
Issue number	1
DOIs	https://doi.org/10.1055/s-1999-2562
Publication status	Published - 1999
Externally published	Yes

Keywords

Aryltin
Copper(II) acetate
Lithium acetate
Mizoroki-Heck type
Palladium(II) acetate

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1999-2562

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title = "A coupling reaction of aryltributyltin with olefins mediated by palladium(II) acetate",

abstract = "Phenytributyltin is found to react with butyl acrylate in the presence of Pd(OAc)2 (10 mol%), Cu(OAc)2 (3 mol), and LiOAc (2 mol) in DMF to afford butyl 3-phenylpropenoate in 77% yield. Methyl vinyl ketone, acrolein, acrylonitrile, and styrene are also applicable to this reaction as a substrate.",

keywords = "Aryltin, Copper(II) acetate, Lithium acetate, Mizoroki-Heck type, Palladium(II) acetate",

author = "Kazunori Hirabayashi and Ando, {Jun Ichi} and Yasushi Nishihara and Atsunori Mori and Tamejiro Hiyama",

year = "1999",

doi = "10.1055/s-1999-2562",

language = "English",

pages = "99--101",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

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TY - JOUR

T1 - A coupling reaction of aryltributyltin with olefins mediated by palladium(II) acetate

AU - Hirabayashi, Kazunori

AU - Ando, Jun Ichi

AU - Nishihara, Yasushi

AU - Mori, Atsunori

AU - Hiyama, Tamejiro

PY - 1999

Y1 - 1999

N2 - Phenytributyltin is found to react with butyl acrylate in the presence of Pd(OAc)2 (10 mol%), Cu(OAc)2 (3 mol), and LiOAc (2 mol) in DMF to afford butyl 3-phenylpropenoate in 77% yield. Methyl vinyl ketone, acrolein, acrylonitrile, and styrene are also applicable to this reaction as a substrate.

AB - Phenytributyltin is found to react with butyl acrylate in the presence of Pd(OAc)2 (10 mol%), Cu(OAc)2 (3 mol), and LiOAc (2 mol) in DMF to afford butyl 3-phenylpropenoate in 77% yield. Methyl vinyl ketone, acrolein, acrylonitrile, and styrene are also applicable to this reaction as a substrate.

KW - Aryltin

KW - Copper(II) acetate

KW - Lithium acetate

KW - Mizoroki-Heck type

KW - Palladium(II) acetate

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