Synthesis of symmetrical 1,3-butadiynes by homocoupling reactions of alkynylboronates mediated by a copper salt

Yasushi Nishihara; Masanori Okamoto; Yoshiaki Inoue; Mikihiro Miyazaki; Mitsuru Miyasaka; Kentaro Takagi

doi:10.1016/j.tetlet.2005.10.056

Synthesis of symmetrical 1,3-butadiynes by homocoupling reactions of alkynylboronates mediated by a copper salt

Yasushi Nishihara, Masanori Okamoto, Yoshiaki Inoue, Mikihiro Miyazaki, Mitsuru Miyasaka, Kentaro Takagi

Research Institute for Interdisciplinary Science

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

44 Citations (Scopus)

Abstract

Alkynylboronates are employed as a practical and versatile precursor for a variety of π-conjugated organic compounds. In the presence of a Cu(I) or Cu(II) salt, transformation of alkynylboronates into the corresponding 1,3-diynes upon exposure to air takes place readily in aprotic polar solvents such as DMI.

Original language	English
Pages (from-to)	8661-8664
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2005.10.056
Publication status	Published - Dec 12 2005

Keywords

1,3-Diynes
Boron
Copper
Homocoupling
Transmetalation

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.10.056

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abstract = "Alkynylboronates are employed as a practical and versatile precursor for a variety of π-conjugated organic compounds. In the presence of a Cu(I) or Cu(II) salt, transformation of alkynylboronates into the corresponding 1,3-diynes upon exposure to air takes place readily in aprotic polar solvents such as DMI.",

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T1 - Synthesis of symmetrical 1,3-butadiynes by homocoupling reactions of alkynylboronates mediated by a copper salt

AU - Nishihara, Yasushi

AU - Okamoto, Masanori

AU - Inoue, Yoshiaki

AU - Miyazaki, Mikihiro

AU - Miyasaka, Mitsuru

AU - Takagi, Kentaro

PY - 2005/12/12

Y1 - 2005/12/12

N2 - Alkynylboronates are employed as a practical and versatile precursor for a variety of π-conjugated organic compounds. In the presence of a Cu(I) or Cu(II) salt, transformation of alkynylboronates into the corresponding 1,3-diynes upon exposure to air takes place readily in aprotic polar solvents such as DMI.

AB - Alkynylboronates are employed as a practical and versatile precursor for a variety of π-conjugated organic compounds. In the presence of a Cu(I) or Cu(II) salt, transformation of alkynylboronates into the corresponding 1,3-diynes upon exposure to air takes place readily in aprotic polar solvents such as DMI.

KW - 1,3-Diynes

KW - Boron

KW - Copper

KW - Homocoupling

KW - Transmetalation

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Synthesis of symmetrical 1,3-butadiynes by homocoupling reactions of alkynylboronates mediated by a copper salt

Abstract

Keywords

ASJC Scopus subject areas

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