Categories: Synthesis of N-Heterocycles, Synthesis of S-Heterocycles >
Synthesis of thiazolines
N-(ω-Bromoalkyl)dichlorothiophosphoramidates enable a single-reagent-driven multistep preparation of a wide range of 2-substituted thiazolines and 1,3-thiazines from aldoximes, nitriles, or carboxylic acids.
S. Battacharyya, U. Pathak, Synthesis, 2015, 47, 3553-3560.
A mild reaction of α,α-difluoroalkyl amines with β-amino alcohols, β-amino thiols, and β-diamines affords the corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively. The conditions are applicable for the synthesis of optically active heterocyclic compounds.
T. Fukuhara, C. Hasegawa, S. Hara, Synthesis, 2007, 1528-1534.
In the condensation of L-cysteine and aryl nitriles, pure (R)-2-aryl-4,5-dihydrothiazole-4-carboxylic acids were obtained in good yields without racemization in a NaHCO3/NaOH-buffered aqueous alcoholic medium.
O. V. Maltsev, V. Walter, M. J. Brandl, L. Hintermann, Synthesis, 2013, 45, 2763-2767.