RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes

Kenta Yoshida; Ichiro Morimoto; Koichi Mitsudo; Hideo Tanaka

doi:10.1016/j.tet.2008.03.079

RhCl₃/amine-catalyzed [2+2+2] cyclization of alkynes

Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka

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

49 Citations (Scopus)

Abstract

The RhCl₃·3H₂O/i-Pr₂NEt-catalyzed [2+2+2] cyclotrimerization of alkynes has been achieved. The reaction can be widely used for various alkynes and provides tri- or hexa-substituted benzenes regioselectively in high yields. The [2+2+2] cycloaddition of diynes and alkynes is also developed, and it affords benzene derivatives in moderate to high yields.

Original language	English
Pages (from-to)	5800-5807
Number of pages	8
Journal	Tetrahedron
Volume	64
Issue number	24
DOIs	https://doi.org/10.1016/j.tet.2008.03.079
Publication status	Published - Jun 9 2008

Keywords

Cyclotrimerization
Hexa-substituted benzene
Rh/amine catalyst

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2008.03.079

Cite this

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title = "RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes",

abstract = "The RhCl3·3H2O/i-Pr2NEt-catalyzed [2+2+2] cyclotrimerization of alkynes has been achieved. The reaction can be widely used for various alkynes and provides tri- or hexa-substituted benzenes regioselectively in high yields. The [2+2+2] cycloaddition of diynes and alkynes is also developed, and it affords benzene derivatives in moderate to high yields.",

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author = "Kenta Yoshida and Ichiro Morimoto and Koichi Mitsudo and Hideo Tanaka",

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T1 - RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes

AU - Yoshida, Kenta

AU - Morimoto, Ichiro

AU - Mitsudo, Koichi

AU - Tanaka, Hideo

PY - 2008/6/9

Y1 - 2008/6/9

N2 - The RhCl3·3H2O/i-Pr2NEt-catalyzed [2+2+2] cyclotrimerization of alkynes has been achieved. The reaction can be widely used for various alkynes and provides tri- or hexa-substituted benzenes regioselectively in high yields. The [2+2+2] cycloaddition of diynes and alkynes is also developed, and it affords benzene derivatives in moderate to high yields.

AB - The RhCl3·3H2O/i-Pr2NEt-catalyzed [2+2+2] cyclotrimerization of alkynes has been achieved. The reaction can be widely used for various alkynes and provides tri- or hexa-substituted benzenes regioselectively in high yields. The [2+2+2] cycloaddition of diynes and alkynes is also developed, and it affords benzene derivatives in moderate to high yields.

KW - Cyclotrimerization

KW - Hexa-substituted benzene

KW - Rh/amine catalyst

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