Synthesis of phosphabenzenes by an iron-catalyzed [2+2+2] cycloaddition reaction of diynes with phosphaalkynes

Kazunari Nakajima; Shohei Takata; Ken Sakata; Yoshiaki Nishibayashi

doi:10.1002/anie.201502531

Synthesis of phosphabenzenes by an iron-catalyzed [2+2+2] cycloaddition reaction of diynes with phosphaalkynes

Angew Chem Int Ed Engl. 2015 Jun 22;54(26):7597-601. doi: 10.1002/anie.201502531. Epub 2015 May 15.

Authors

Kazunari Nakajima¹, Shohei Takata¹, Ken Sakata², Yoshiaki Nishibayashi³

Affiliations

¹ Institute of Engineering Innovation, School of Engineering, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo, 113-8656 (Japan).
² Faculty of Pharmaceutical Sciences, Hoshi University, Ebara, Shinagawa-ku, Tokyo, 142-8501 (Japan). sakata@hoshi.ac.jp.
³ Institute of Engineering Innovation, School of Engineering, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo, 113-8656 (Japan). ynishiba@sogo.t.u-tokyo.ac.jp.

PMID: 25981197
DOI: 10.1002/anie.201502531

Abstract

A method for the synthesis of phosphabenzenes under iron catalysis is described. Thus, the FeI2 -catalyzed [2+2+2] cycloaddition of diynes with phosphaalkynes in m-xylene gave a variety of phosphabenzenes in good to high yields (up to 87 % yield).

Keywords: [2+2+2] cycloaddition; homogeneous catalysis; iron; phosphaalkynes; phosphabenzenes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry*
Benzene / chemistry*
Catalysis
Cycloaddition Reaction
Diynes / chemistry*
Iron / chemistry*
Molecular Structure

Substances

Alkynes
Diynes
Iron
Benzene