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

Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka

Research output: Contribution to journal › Article

41 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 languageEnglish
Pages (from-to)5800-5807
Number of pages8
JournalTetrahedron
Volume64
Issue number24
DOIs
Publication statusPublished - Jun 9 2008

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Alkynes
Cyclization
Amines
Diynes
Benzene Derivatives
Cycloaddition
Cycloaddition Reaction
Benzene

Keywords

  • Cyclotrimerization
  • Hexa-substituted benzene
  • Rh/amine catalyst

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes. / Yoshida, Kenta; Morimoto, Ichiro; Mitsudo, Koichi; Tanaka, Hideo.

In: Tetrahedron, Vol. 64, No. 24, 09.06.2008, p. 5800-5807.

Research output: Contribution to journal › Article

Yoshida, K, Morimoto, I, Mitsudo, K & Tanaka, H 2008, 'RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes', Tetrahedron, vol. 64, no. 24, pp. 5800-5807. https://doi.org/10.1016/j.tet.2008.03.079
Yoshida K, Morimoto I, Mitsudo K, Tanaka H. RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes. Tetrahedron. 2008 Jun 9;64(24):5800-5807. https://doi.org/10.1016/j.tet.2008.03.079
Yoshida, Kenta ; Morimoto, Ichiro ; Mitsudo, Koichi ; Tanaka, Hideo. / RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes. In: Tetrahedron. 2008 ; Vol. 64, No. 24. pp. 5800-5807.
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