Synthesis 1987; 1987(3): 231-233
DOI: 10.1055/s-1987-27898
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
12 September 2002 (online)

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.