Metal-Free C(sp<sup>3</sup>)–S Bond Cleavage of Thioethers to Selectively Access Aryl Aldehydes and Dithioacetals
Dan Yuan,
Yong Huang,
Long Tang,
Ke Yang
Affiliations
Dan Yuan
Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Yong Huang
Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Long Tang
Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Ke Yang
Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Metal-free C(sp3)–S bond cleavage of thioethers was achieved using NCS as a critical additive. A wide range of arylmethyl thioethers were successfully transformed into aryl aldehydes with satisfactory yields in chloroform. Meanwhile, employing fluorobenzene as the solvent enables the selective formation of dithioacetals from arylmethyl thioethers, achieving moderate to good yields. Notably, dithioacetals were first prepared through a metal-free C(sp3)–S bond cleavage and subsequent thioacetalization process. Furthermore, these simple and efficient approaches also provide complementary strategies for accessing important aryl aldehydes and dithioacetals.
