Combined directed ortho metalation - Intramolecular Friedel-Crafts connections. Regiospecific route to 1-substituted fluoren-9-ones

David Tilly, Subhendu S. Samanta, F. Faigl, Jacques Mortier

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

ortho-Substituted-2-biphenyl carboxylic acids of the type 3a-j were prepared by the tandem metalation sequence from 2-biphenyl carboxylic acid 1 with sec-butyllithium in THF at -78°C followed by quenching with electrophiles. The carboxylic acids 3a-f were converted into 1-substituted fluorenones 4a-f upon treatment with methanesulfonic acid.

Original languageEnglish
Pages (from-to)8347-8350
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number46
DOIs
Publication statusPublished - Nov 11 2002

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Carboxylic Acids
Quenching
9-fluorenone
biphenyl-2-carboxylic acid
methanesulfonic acid
butyllithium

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Combined directed ortho metalation - Intramolecular Friedel-Crafts connections. Regiospecific route to 1-substituted fluoren-9-ones. / Tilly, David; Samanta, Subhendu S.; Faigl, F.; Mortier, Jacques.

In: Tetrahedron Letters, Vol. 43, No. 46, 11.11.2002, p. 8347-8350.

Research output: Contribution to journalArticle

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