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Copper-catalyzed thiolation of the di- or trimethoxybenzene arene C-H bond with disulfides.

The Journal of organic chemistry (2010-09-09)
Shouhui Zhang, Pengcheng Qian, Manli Zhang, Maolin Hu, Jiang Cheng
ABSTRACT

A CuI-catalyzed direct access to sulfides from disulfides via C-H bond cleavage of di- or trimethoxybenzene is described. The procedure utilizes O(2) as a clean and cheap oxidant. Direct selenation of the C-H bond also took place under this procedure. Furthermore, the system enables the use of two RS in (RS)(2). Thus, it represents an atom-economical procedure for the synthesis of sulfides and selenides.

MATERIALS
Product Number
Brand
Product Description

Supelco
Anisole, analytical standard
Sigma-Aldrich
Anisole, anhydrous, 99.7%
Sigma-Aldrich
Anisole, ≥99%, FCC, FG
Sigma-Aldrich
Anisole, ReagentPlus®, 99%
Supelco
Anisole, Pharmaceutical Secondary Standard; Certified Reference Material