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  • Pd-catalyzed C-H oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification.

Pd-catalyzed C-H oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification.

Angewandte Chemie (International ed. in English) (2012-11-20)
Gang Shan, Xinglin Yang, Linlin Ma, Yu Rao
ABSTRACT

Acid brings the oxygen: a general method for palladium-catalyzed C-H oxygenation has been developed for the facile synthesis of a wide range of functionalized phenols with readily available aryl ketones, benzoates, benzamides, acetanilides, and sulfonamides. A trifluoroacetic acid/trifluoroacetic acid anhydride solvent system serves as the oxygen source and is the critical factor for C-H activation.

MATERIALS
Product Number
Brand
Product Description

Supelco
Trifluoroacetic anhydride, for GC derivatization, LiChropur, ≥99.0% (GC)
Sigma-Aldrich
Trifluoroacetic anhydride, ReagentPlus®, ≥99%
Supelco
Trifluoroacetic acid, analytical standard
Sigma-Aldrich
Trifluoroacetic acid, SAJ special grade, ≥99.0%
Sigma-Aldrich
Trifluoroacetic acid, suitable for HPLC, ≥99.0%
Sigma-Aldrich
Trifluoroacetic acid, ≥99%, for protein sequencing
Sigma-Aldrich
Trifluoroacetic acid, ReagentPlus®, 99%
Sigma-Aldrich
Trifluoroacetic acid, puriss. p.a., suitable for HPLC, ≥99.0% (GC)