1000029-16-2Relevant articles and documents
Cu-Catalyzed Aerobic Oxidative Sulfuration/Annulation Approach to Thiazoles via Multiple Csp3-H Bond Cleavage
Wang, Xiaoyang,Qiu, Xu,Wei, Jialiang,Liu, Jianzhong,Song, Song,Wang, Wen,Jiao, Ning
supporting information, p. 2632 - 2636 (2018/05/22)
A novel and practical Cu-catalyzed aerobic oxidative synthesis of thiazoles was developed. This chemistry for the first time achieved thiazole construction from simple aldehydes, amines, and element sulfur through multiple Csp3-H bond cleavage processes. Molecular oxygen was used as a green oxidant in this oxidative protocol. The substrate scope is broad with the tolerance of aliphatic amines. The mechanistic study might promote the reaction design for a new sulfuration/annulation reaction with readily available element sulfur.
Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters
Miura, Tomoya,Funakoshi, Yuuta,Fujimoto, Yoshikazu,Nakahashi, Junki,Murakami, Masahiro
supporting information, p. 2454 - 2457 (2015/05/27)
A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group. (Chemical Equation Presented).
Pd nanoparticle-silica nanotubes (Pd@SNTs) as an efficient catalyst for Suzuki-Miyaura coupling and sp2 C-H arylation in water
Park, Ginam,Lee, Sanghee,Son, Sang Jun,Shin, Seunghoon
supporting information, p. 3468 - 3473 (2013/12/04)
Silica nanotubes (SNTs) functionalized with Pd-NPs on the inner surface performed as efficient nano-reactors for C-C coupling in water; the nano-confinement offers minimized leaching of Pd and yet efficient mass transfer for Suzuki-Miyaura coupling and C-H arylation of thiazoles in water with very high TON.
Direct arylation of thiazoles on water
Turner, Gemma L.,Morris, James A.,Greaney, Michael F.
, p. 7996 - 8000 (2008/09/17)
Wetter is better: The direct arylation of thiazoles on water is quicker, cleaner, and higher-yielding than arylation in organic solvents. The reaction works under mild conditions for an array of aryl iodides, producing 2,5-diaryl thiazoles in excellent yields. Importantly, novel bi-heteroaryl compounds are produced without the requirement for stoichiometric organometallic coupling agents. (Figure Presented).
