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Synlett 1995; 1995(12): 1239-1240
DOI: 10.1055/s-1995-5239
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Benz[f]indenones: A Novel Synthesis by an Anionic [4+2] Cycloaddition/Retro Diels-Alder Pathway

Dipakranjan Mal* , N. K. Hazra, K. V. S. N. Murty, G. Majumdar
  • *Department of Chemistry, Indian Institute of Technology, Kharagpur - 721 302, India
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Publication Date:
31 December 2000 (online)

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Flash vacuum pyrolysis (FVP) of benz[b]fluorenones 13-16, prepared via anionic cycloaddition of 8-10 with enone 11, provides a clean synthesis of unprecedented benz[f]indenones 2-5. Zinc-acetic acid reduction of 2 and 4 yields the corresponding 2,3-dihydro derivatives in excellent yields (>90%).

benz[f]indenones - retro Diels-Alder