Elemental‐Sulfur‐Promoted C(sp3)−H Activation of Methyl Heteroarenes Leading to Thioamides. Issue 12 (18th October 2017)

• Record Type: Journal Article
• Authors: Liu, Jianming; Zhao, Shanshan; Yan, Xuyang; Zhang, Yanyan; Zhao, Shufang; Zhuo, Kelei; Yue, Yuanyuan
• Is Part Of: Asian journal of organic chemistry. Volume 6:Issue 12(2017)
• Page Start: 1764
• Page End: 1768
• Publication Date: 2017-10-18
• Subjects: C–H activation -- heterocycles -- sulfur -- thioamides; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201700532
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An approach to access bioactive thioamides was developed based on elemental‐sulfur‐promoted C(sp 3 )−H activation of methyl heteroarenes. This transformation could successfully furnish a series of heterocyclic thioamides with excellent yields and it could be conducted on gram scale with good reaction efficiency. Mechanistic studies showed that methyl heteroarenes reacted with dimethylamine released from DMF to form the desired thioamide through elemental‐sulfur‐promoted C−H activation. Abstract : Release Me2 N(ight) ! Sulfur‐promoted C(sp 3 )−H activation of methyl heteroarenes generates bioactive thioamides. This transformation successfully furnished a series of heterocyclic thioamides with excellent yields and it could be conducted on gram scale with good reaction efficiency. Mechanistic studies showed that methyl heteroarenes reacted with dimethylamine released from DMF to form the desired thioamide.