6928-51-4Relevant academic research and scientific papers
Conjugate addition of grignard reagents to thiochromones catalyzed by copper salts: A unified approach to both 2-alkylthiochroman-4-one and thioflavanone
Austin, Nataleigh,Bellinger, Tania J.,Deese, Nichele,Guo, Fenghai,Harvin, Teavian,Hukins, Dabria T.,Pickens-Flynn, Ti'Bran,Tutein, Mai Ling C. Tang Yuk,Whitaker, Samuel H.
, (2020/05/25)
Grignard reagents undergo conjugate addition to thiochromones catalyzed by copper salts to afford 2-substituted-thiochroman-4-ones, both 2-alkylthiochroman-4-ones and thioflavanones (2-arylthiochroman-4-ones), in good yields with trimethylsilyl chloride (TMSCl) as an additive. The best yields of 1,4-adducts can be attained with CuCN-2LiCl as the copper source. Excellent yields of 2-alkyl-substituted thiochroman-4-ones and thioflavanones (2-aryl substituted) are attained with a broad range of Grignard reagents. This approach works well with both alkyl and aromatic Grignard reagents, thus providing a unified synthetic approach to privileged 2-substituted thiochroman-4-ones and a potential valuable precursor for further synthetic applications towards many pharmaceutically active molecules. The use of commercially available and/or readily prepared Grignard reagents will expedite the synthesis of a large library of both 2-alkyl substituted thiochroman-4-ones and thioflavanones for additional synthetic applications.
Copper-Catalyzed Domino Synthesis of 2-Arylthiochromanones through Concomitant C-S Bond Formations Using Xanthate as Sulfur Source
Sangeetha, Subramani,Muthupandi, Pandi,Sekar, Govindasamy
, p. 6006 - 6009 (2016/01/09)
An efficient domino process for the synthesis of thioflavanones has been described using a copper catalyst without addition of any external ligand. A variety of thioflavanones have been synthesized from easily accessible 2′-iodochalcones or 2′-bromochalco
Synthesis, characterization, and redox property of 3-(2-phenyl-4H- thiochromen-4-ylidene)-3H-chromene-2,4-diones
Huang, Chin-Neng,Chuang, Rong-Ren,Kuo, Pei-Yu,Yang, Ding-Yah
scheme or table, p. 1825 - 1828 (2009/04/07)
Two 3-(2-phenyl-4H-thiochromen-4-ylidene)-3H-chromene-2,4-dione derivatives were synthesized and evaluated as reversible redox switches. The prepared purple compound 7 and blue compound 13 instantly changed to colorless when treated with sodium borohydrid
