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Synlett 1991; 1991(5): 356-358
DOI: 10.1055/s-1991-34731
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1,3-Selenaphospholes: A New Synthesis from 1,2,3-Selenadiazoles and Kinetically Stabilized Phosphaalkynes1

Bernd Burkhart* , Steffen Krill, Yoshinori Okano, Wataru Ando, Manfred Regitz
  • *Fachbereich Chemie der Universität Kaiserslautern, Erwin Schrödinger Straße, D-6750 Kaiserslautern, Germany
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Publication Date:
07 March 2002 (online)

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Photolysis or thermolysis of the 1,2,3-selenadiazoles 6a-e in the presence of the kinetically stabilized phosphaalkynes 3a-c gives rise to the previously scarcely known 1,3-selenaphospholes 7a-i. Electron-deficient species of the type 9, containing the sextet dipole +C(R1)=C(R1)-Se- :C(R1)-C(R1)=Se or the diradical ????C(R1)=C(R1)-Se????, are presumed to be responsible for this cycloaddition process