Ir and Rh complex-catalyzed intramolecular alkyne-alkyne couplings with carbon monoxide and isocyanides

Takanori Shibata; Koji Yamashita; Emi Katayama; Kentaro Takagi

doi:10.1016/S0040-4020(02)01122-5

Ir and Rh complex-catalyzed intramolecular alkyne-alkyne couplings with carbon monoxide and isocyanides

Takanori Shibata^*, Koji Yamashita, Emi Katayama, Kentaro Takagi

^*Corresponding author for this work

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

49 Citations (Scopus)

Abstract

Intramolecular [2+2+1] cycloaddition of diynes with carbon monoxide was catalyzed by Vaska's complex (IrCl(CO)(PPh₃)₂) or IrCl(cod)(dppp), and cyclopentadienones were obtained in good to high yields. The first catalytic synthesis of iminocyclopentadienes was achieved by portionwise additions of isocyanides to a solution of diynes and Rh catalyst ([RhCl(cod)]₂).

Original language	English
Pages (from-to)	8661-8667
Number of pages	7
Journal	Tetrahedron
Volume	58
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4020(02)01122-5
Publication status	Published - 2002 Oct 21
Externally published	Yes

Keywords

Alkynes
Carbonylations
Coupling reactions
Diynes
Iridium
Rhodium

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(02)01122-5

Cite this

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title = "Ir and Rh complex-catalyzed intramolecular alkyne-alkyne couplings with carbon monoxide and isocyanides",

abstract = "Intramolecular [2+2+1] cycloaddition of diynes with carbon monoxide was catalyzed by Vaska's complex (IrCl(CO)(PPh3)2) or IrCl(cod)(dppp), and cyclopentadienones were obtained in good to high yields. The first catalytic synthesis of iminocyclopentadienes was achieved by portionwise additions of isocyanides to a solution of diynes and Rh catalyst ([RhCl(cod)]2).",

keywords = "Alkynes, Carbonylations, Coupling reactions, Diynes, Iridium, Rhodium",

author = "Takanori Shibata and Koji Yamashita and Emi Katayama and Kentaro Takagi",

note = "Funding Information: Financial support by Sumitomo Foundation and by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology is gratefully acknowledged.",

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T1 - Ir and Rh complex-catalyzed intramolecular alkyne-alkyne couplings with carbon monoxide and isocyanides

AU - Shibata, Takanori

AU - Yamashita, Koji

AU - Katayama, Emi

AU - Takagi, Kentaro

N1 - Funding Information: Financial support by Sumitomo Foundation and by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology is gratefully acknowledged.

PY - 2002/10/21

Y1 - 2002/10/21

N2 - Intramolecular [2+2+1] cycloaddition of diynes with carbon monoxide was catalyzed by Vaska's complex (IrCl(CO)(PPh3)2) or IrCl(cod)(dppp), and cyclopentadienones were obtained in good to high yields. The first catalytic synthesis of iminocyclopentadienes was achieved by portionwise additions of isocyanides to a solution of diynes and Rh catalyst ([RhCl(cod)]2).

AB - Intramolecular [2+2+1] cycloaddition of diynes with carbon monoxide was catalyzed by Vaska's complex (IrCl(CO)(PPh3)2) or IrCl(cod)(dppp), and cyclopentadienones were obtained in good to high yields. The first catalytic synthesis of iminocyclopentadienes was achieved by portionwise additions of isocyanides to a solution of diynes and Rh catalyst ([RhCl(cod)]2).

KW - Alkynes

KW - Carbonylations

KW - Coupling reactions

KW - Diynes

KW - Iridium

KW - Rhodium

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U2 - 10.1016/S0040-4020(02)01122-5

DO - 10.1016/S0040-4020(02)01122-5

M3 - Article

AN - SCOPUS:0037152562

SN - 0040-4020

VL - 58

SP - 8661

EP - 8667

JO - Tetrahedron

JF - Tetrahedron

IS - 43

ER -

Ir and Rh complex-catalyzed intramolecular alkyne-alkyne couplings with carbon monoxide and isocyanides

Abstract

Keywords

ASJC Scopus subject areas

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