4.7 Article

Phenanthrene Synthesis by Eosin Y-Catalyzed, Visible Light-Induced [4+2] Benzannulation of Biaryldiazonium Salts with Alkynes

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 17, Pages 3195-3199

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200569

Keywords

alkynes; benzannulation; diazonium salts; phenanthrenes; visible light

Funding

  1. NSFC [J1103305]
  2. Sun Yat-sen University
  3. Beijing National Laboratory of Molecular Sciences (BNLMS)

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A metal-free, visible light-induced [4+2]?benzannulation of biaryldiazonium salts with alkynes was developed. With eosin Y as photoredox catalyst, a variety of 9-substituted or 9,10-disubstituted phenanthrenes were obtained via a cascade radical addition and cyclization sequence.

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