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Synthesis 1987; 1987(3): 231-233
DOI: 10.1055/s-1987-27898
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One-Pot Benzoannulation of Homoallyl Alcohols: Vilsmeier Reaction Route to Biphenyls

M. Suresh Chander Rao* , G. S. Krishna Rao
  • *Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
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Publication Date:
12 September 2002 (online)

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The Vilsmeier reaction of 4-aryl-1-penten-4-ols and of 1-allyl-1-hydroxytetralins (prepared from the appropriate ketones by Grignard reaction) provides a one-pot general route for the preparation of biphenyls and 9,10-dihydrophenanthrenes, respectively. From suitably substituted starting materials, biphenyl-4-carboxaldehydes and dihydrophenanthrene-10-carboxaldehydes can be isolated in addition.