"Thiol-free synthesized" and sustainable thiolating synthons for nickel-catalyzed reductive assembly of sulfides with high efficiency. Issue 23 (12th October 2022)

• Record Type: Journal Article
• Authors: Liu, Yong; Xu, Yuenian; Zhang, Yan; Gao, Wen-Chao; Shao, Xinxin
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 23(2022)
• Page Start: 6490
• Page End: 6497
• Publication Date: 2022-10-12
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo01317g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Unsymmetrical sulfides are widely found in the pharmaceutical industry, organic synthesis, and materials science. Abstract : Unsymmetrical sulfides are widely found in the pharmaceutical industry, organic synthesis, and materials science. As a result, it will be of great significance to discover mild and efficient methodologies and electrophilic sulfur transfer reagents, avoiding the general employment of odorous and toxic thiols. Herein, we present a highly efficient nickel-catalyzed cross-electrophile coupling of organic halides with "thiol-free" synthesized N -thiophthalimides as direct thiolating surrogates. This practical strategy features extremely low catalyst loading, good functional group tolerance and diverse downstream synthesis, enabling the construction of a broad range of sulfides under "base-free" conditions. Notably, a modified and more efficient reductive thiolation of disulfides was developed by employing our mild reaction conditions.