2-Substituted 4-(Trifluoromethyl)phenols by Directed ortho-Lithiation

2-Substituted 4-(Trifluoromethyl)phenols by Directed ortho-Lithiation

Abstract A broad variety of 2-substituted 4-(trifluoromethyl)phenols can be prepared in a large scale by O-lithiation and reaction with electrophiles in good to excellent yields. The key for the selectivity is the superior ORTHO-directing effect of the THP-protected hydroxy group (OTHP) as compared...

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Veröffentlicht in:Synthesis (Stuttgart) 2001, Vol.2001 (15), p.2259-2262
Hauptverfasser: Geneste, Hervé, Schäfer, Bernd
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A broad variety of 2-substituted 4-(trifluoromethyl)phenols can be prepared in a large scale by O-lithiation and reaction with electrophiles in good to excellent yields. The key for the selectivity is the superior ORTHO-directing effect of the THP-protected hydroxy group (OTHP) as compared to the CF 3 -group.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2001-18440