Copper-promoted sulfenylation of sp2 C-H bonds.

Journal of the American Chemical Society (2012-10-30)
Ly Dieu Tran, Ilya Popov, Olafs Daugulis
ABSTRACT

An auxiliary-assisted, copper catalyzed or promoted sulfenylation of benzoic acid derivative β-C-H bonds and benzylamine derivative γ-C-H bonds has been developed. The method employs disulfide reagents, copper(II) acetate, and DMSO solvent at 90-130 °C. Application of this methodology to the direct trifluoromethylsulfenylation of C-H bonds was demonstrated.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Benzoic acid, ACS reagent, ≥99.5%
Supelco
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Melting point standard 121-123°C, analytical standard
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Sigma-Aldrich
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Benzoic acid, ReagentPlus®, 99%
Sigma-Aldrich
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Potassium benzoate, ReagentPlus®, 99%
Sigma-Aldrich
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Sigma-Aldrich
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SS Benzoic Acid, 2000 μg/mL in dichloromethane, analytical standard