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A highly efficient, one-pot synthesis of benzo[b]fluoren-10-ones

✍ Scribed by Michael D. Collini; Chris P. Miller

Book ID: 104231875
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 94 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01828-7

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✦ Synopsis

5,11-Dioxa-and 5-oxa-11-thiabenzo[b]fluoren-10-ones were prepared via a one-pot procedure initiated by the reaction of salicylates or thiasalicylates with ortho fluoro-a-bromoacetophenones in the presence of cesium carbonate. The reactions proceeded in good yield and the final products were obtained without chromatography. The reaction presumably proceeds via a sequential intermolecular alkylation, intramolecular acylation sequence concluded by an intramolecular, ipso-fluoro substitution.

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