Optional ortho or alpha hydroxymethylation of alkylarenes

Yves Guggisberg, F. Faigl, Manfred Schlosser

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Treatment of arenes carrying methyl or primary alkyl groups in tetrahydrofuran solution with potassium tert-butoxide activated butyllithium followed by reaction with formaldehyde gives 2-arylalkanols. In contrast, if prior to the addition of the electrophile a stoichiometric amount of magnesium dibromide is added then the regioisomeric 2-alkylbenzyl alcohols are formed.

Original languageEnglish
Pages (from-to)1-6
Number of pages6
JournalJournal of Organometallic Chemistry
Volume415
Issue number1
DOIs
Publication statusPublished - Sep 3 1991

Fingerprint

dibromides
tetrahydrofuran
formaldehyde
Formaldehyde
Magnesium
Potassium
magnesium
potassium
alcohols
Alcohols
potassium tert-butoxide
butyllithium

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

Optional ortho or alpha hydroxymethylation of alkylarenes. / Guggisberg, Yves; Faigl, F.; Schlosser, Manfred.

In: Journal of Organometallic Chemistry, Vol. 415, No. 1, 03.09.1991, p. 1-6.

Research output: Contribution to journalArticle

Guggisberg, Yves ; Faigl, F. ; Schlosser, Manfred. / Optional ortho or alpha hydroxymethylation of alkylarenes. In: Journal of Organometallic Chemistry. 1991 ; Vol. 415, No. 1. pp. 1-6.
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