Catalyst-free visible-light-initiated oxidative coupling of aryldiazo sulfones with thiols leading to unsymmetrical sulfoxides in air

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 21; no. 7; pp. 169 - 1613
• Main Authors: Liu, Qishun, Wang, Leilei, Yue, Huilan, Li, Jiang-Sheng, Luo, Zidan, Wei, Wei
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.04.2019; Royal Society of Chemistry
• Subjects: air; Air temperature; ambient temperature; Catalysis; Catalysts; Chemistry; Chemistry, Multidisciplinary; Coupling; Functional groups; Green & Sustainable Science & Technology; Green chemistry; moieties; oxidants; Oxidizing agents; oxygen; Physical Sciences; Science & Technology; Science & Technology - Other Topics; Sulfones; Sulfoxides; sustainable technology; Thiols; SULFINIC ACIDS; ALKENES; SELECTIVE OXIDATION; SULFIDES; STRATEGY; SINGLET OXYGEN; METAL; ALKYNES; HIGHLY EFFICIENT; PHOTOREDOX CATALYSIS
• ISSN: 1463-9262; 1463-9270; 1463-9270
• DOI: 10.1039/c9gc00222g

A facile and efficient visible-light-driven method has been developed to construct sulfoxides via oxidative coupling of aryldiazo sulfones with thiols using the O 2 in air as the oxidant. This reaction could be performed at room temperature under catalyst- and additive-free conditions. The present methodology offers a mild and environmentally benign approach to obtain a library of sulfoxides in good yields with favorable functional group tolerance. A facile visible-light-driven method has been developed to construct sulfoxides from aryldiazo sulfones and thiols in air under photocatalyst-free conditions.