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Synlett 2001; 2001(2): 0228-0229
DOI: 10.1055/s-2001-10768
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An Eight-Stage Gas-Phase Cascade Reaction Leading to 7-(2-Benzothienyl)benzofuran and 2,7′-Bi(benzofuran)

R. Alan Aitken* , Alasdair N. Garnett
  • *School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife, KY16 9ST, UK; Fax +44 (0) 1334 463808; E-mail: raa§st-and.ac.uk
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Publikationsdatum:
31. Dezember 2001 (online)

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Flash vacuum pyrolysis of the 2-allyloxybenzoyl ylide 5 leads to formation of 7-(2-benzothienyl)benzofuran 14 probably by way of a multi-step cascade reaction involving a Claisen rearrangement, extrusion of Ph3PO and two separate radical cyclisations.

cyclisations - domino reactions - stabilised phosphorus ylides - heterocycles - radical reactions