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Transition‐Metal‐Free α‐Arylation of Enolizable Aryl Ketones and Mechanistic Evidence for a Radical Process
Author(s) -
Pichette Drapeau Martin,
Fabre Indira,
Grimaud Laurence,
Ciofini Ilaria,
Ollevier Thierry,
Taillefer Marc
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201502332
Subject(s) - aryl , chemistry , transition metal , halide , process (computing) , base (topology) , combinatorial chemistry , metal halides , organic chemistry , catalysis , computer science , alkyl , mathematical analysis , mathematics , operating system
The α‐arylation of enolizable aryl ketones can be carried out with aryl halides under transition‐metal‐free conditions using KO t Bu in DMF. The α‐aryl ketones thus obtained can be used for step‐ and cost‐economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process.