One Pot Two Steps Synthesis of Aryl Sulfur Compounds by Photoinduced Reactions of Thiourea Anion with Aryl Halides

JUAN E. ARGÜELLO; LUCIANA C. SCHMIDT; ALICIA B. PEÑÉÑORY

ORGANIC LETTERS

AMER CHEMICAL SOC

Año: 2003 vol. 5 p. 4133 - 4133

1523-7060

he photoinduced reactions of aryl halides with the thiourea anion afford arene thiolate ions in DMSO. These species without isolation, and by a subsequent aliphatic nucleophilic substitution, SRN1 reaction, oxidation, or protonation, yield aryl methyl sulfides, diaryl sulfides, diaryl disulfides, and aryl thiols with good yields (5080%). This is a simple and convenient approach which involves the use of the commercially available and inexpensive thiourea in a ?one-pot? two-step process for the synthesis of aromatic sulfur compounds.