39543-16-3Relevant academic research and scientific papers
Selective C-H chalcogenation of thiazoles: Via thiazol-2-yl-phosphonium salts
Zi, You,Wagner, Konrad,Sch?mberg, Fritz,Vilotijevic, Ivan
, p. 5183 - 5191 (2020/07/23)
Thiazoles and benzothiazoles undergo regioselective C2-H chalcogenation via the sequence of thiazole C2-functionalization with phosphines to produce phosphonium salts which in turn react with S- and Se-centered nucleophiles to give products of C2-H chalco
Copper oxide nanoparticle-catalyzed chalcogenation of the carbon-hydrogen bond in thiazoles: Synthesis of 2-(organochalcogen) thiazoles
Rosario, Alisson R.,Casola, Kamila K.,Oliveira, Carla E.S.,Zeni, Gilson
supporting information, p. 2960 - 2966 (2014/03/21)
We present (homepage: www.ufsm.br) herein the application of copper nanoparticles/dio-rganyl dichalcogenides to promote the synthesis of 2-(organochalcogen)thiazoles via direct carbon-hydro-gen bond activation in thiazoles. A systematic study of the catalytic system revealed that the presence and amount of base played an essential role in this reaction. The results revealed that electron-donating and electron-withdrawing substituents, in the aromat-ic ring bonded to the chalcogen atom of diorganyl di-chalcogenides, required one equiv. of base, while when neutral substituents were present two equiv. of base were needed to deliver the products in similar yields.
A novel synthesis of 2-alkylthiobenzothiazoles and 2-alkylthiobenzoxazoles
Yu, Yanfei,Li, Zhengning,Jiang, Lan
experimental part, p. 632 - 640 (2012/06/01)
3H-Benzothiazole-2-thione and 3H-benzoxazole-2-thione were selectively S-alkylated by use of O-alkylisoureas as the alkylating reagents. The reactions could be performed under mild reaction conditions in short reaction times, and high yields were obtained using O-primary-alkylisoureas, whereas low yields were obtained with sec-and tert-alkylisoureas.
Synthesis of 2-thio-substituted benzothiazoles via a domino condensation/S -arylation/heterocyclization process
Shi, Liu,Liu, Xiangqian,Zhang, Hui,Jiang, Yongwen,Ma, Dawei
experimental part, p. 4200 - 4204 (2011/07/31)
Condensation of carbon disulfide with thiols in the presence of K 2CO3 generates carbonotrithioate salts in situ, which undergo coupling with 2-iodoanilines and subsequent intramolecular condensation and elimination under assistance of CuBr to afford 2-thio-substituted benzothiazoles. Both aliphatic and aromatic thiols are compatible with this process, delivering the corresponding heterocycles with good diversity.
A new method for the preparation of alkyl aryl sulfides from alcohols via alkoxydiphenylphosphines by oxidation-reduction condensation
Mukaiyama, Teruaki,Ikegai, Kazuhiro
, p. 1522 - 1523 (2007/10/03)
A new method for the preparation of alkyl aryl sulfides from alcohols via alkoxydiphenylphosphines by oxidation-reduction condensation was established. Various primary, secondary, and tertiary alcohols were successfully converted into the corresponding su
Synthesis of alkylthio- and arylthioheteroarenes by regioselective grignard reaction of thiocyanatoheteroarenes
Nagasaki, Izuru,Matsumoto, Miyuki,Yamashita, Masanori,Miyashita, Akira
, p. 1015 - 1024 (2007/10/03)
Treatment of thiocyanatoheteroarenes (1) with Grignard reagents (2) afforded alkylthio- or arylthioheteroarenes (3-6) in good yields. Grignard reagents regioselectively attacked the sulfur atom of the thiocyanato group owing to the metal-chelating effect of this group in combination with the hetero ring-nitrogen. 2-Thiocyanatopyridine (1a), 2-thiocyanatopyrimidine (1b), 2-thiocyanatobenzothiazole (1c), and 4-thiocyanatoquinazoline (1d) were converted into a variety of sulfides. Sulfides consisting of two heteroarenes linked by a sulfur atom were readily obtained by this method.
INTRODUCTION OF SULFUR IN COMPOUNDS WITH REACTIVE HALOGEN ATOMS VIA THE t-BUTYLTHIOLATE ANION
Becher, Jan,Lundsgaard, John
, p. 131 - 138 (2007/10/02)
The preparation of t-butylthioethers from examples of halogen substituted heterocycles are described.S-Dealkylation of the t-butylthioethers readily takes place by pyrolyses with catalytic amounts of aluminum chloride or p-toluenesulfonic acid.
