Transition Metal-Free C–H Thiolation via Sulfonium Salts Using β-Sulfinylesters as the Sulfur Source

• DOI: 10.1021/acs.orglett.1c02912
• Publication Date: 2021-09-28T08:39:40Z
• Authors: Yanhui Chen; Si Wen; Qingyu Tian; Yuqing Zhang; Guolin Cheng
• Keywords: Sulfonium; Bond cleavage; Cleavage (geology)

We disclose a direct C(sp)-, C(sp2)-, and C(sp3)-H thiolation reaction using β-sulfinylesters as the versatile sulfur source. The key step of this protocol is chemoselective C-S bond cleavage sulfonium salts that are formed in situ from corresponding alkenes, alkynes, 1,3-dicarboxyl compounds with β-sulfinylesters. successful capture acrylate byproduct supports retro-Michael mechanism.