49742-23-6Relevant articles and documents
Exploration and Optimization of an Efficient One-pot Sequential Synthesis of Di/tri-substituted Thiazoles from α-Bromoketones, Thioacids Salt, and Ammonium Acetate
Venkateswararao, Eeda,Jalani, Hitesh B.,Manoj,, Manickam,Jung, Sang-Hun
supporting information, p. 1449 - 1456 (2016/09/24)
Exploration of scope of an optimized one-pot sequential procedure for preparing of 2,4-di- and 2,4,5-tri-substituted thiazoles has been accomplished. The synthesis was performed by the initial formation of a β-keto-thioester intermediate from nucleophilic substitution of α-bromoketones with thioacid potassium salts, followed by treatment with ammonium acetate and one equivalent of acetic acid in toluene to form imine intermediate eventually leading to cyclization yielding thiazoles. This procedure should be highlighted with a flexible way to control the substitution pattern around thiazole ring by choosing appropriately substituted α-bromoketones even containing acid labile functionality and thioacid potassium salts, and thus its applicability is very wide.
A convenient, catalyst-free cross-coupling reaction of α-sulfur- substituted alkylstannanes with acid chlorides leading to α-sulfur- substituted ketones
Kagoshima, Hirotaka,Takahashi, Naoshi
, p. 14 - 15 (2007/10/03)
A thermal cross-coupling reaction of α-sulfur-substituted alkylstannanes with acid chlorides is described. A range of substrates can be used for the present reaction and the reaction proceeds by just mixing two components under reflux in mesitylene to giv
Preparation and reactivity of polyfunctional zinc and copper organometallics bearing sulfur functionalities
Achyutha Rao,Chou, Tso-Sheng,Schipor, Ioana,Knochel, Paul
, p. 2025 - 2043 (2007/10/02)
Iodomethylthiobenzoate 5 and α-chloroalkyl phenyl sulfides 6 were found to insert zinc dust in THF under very mild conditions (10-25°C, 0.5-2 h) leading to zinc α-thioorganometallics. After a transmetallation with CuCN·2 LiCl, the corresponding copper rea