15033-25-7Relevant academic research and scientific papers
One-pot synthesis of thioesters with sodium thiosulfate as a sulfur surrogate under transition metal-free conditions
Liao, Yen-Sen,Liang, Chien-Fu
, p. 1871 - 1881 (2018/03/23)
In this paper, we report an efficient synthetic method for thioester formation from sodium thiosulfate pentahydrate, organic halides, and aryl anhydrides. In the one-pot two-step reactions developed in this study, sodium thiosulfate was used as the sulfur surrogate for acylation with anhydrides, followed by substitution with organic halides through the in situ generation of thioaroylate. Furthermore, two important organic compounds could be successfully synthesized using our developed method. The advantages of the one-pot two-step reactions are operational simplicity, structurally diverse products with 42%-90% yields, use of relatively low toxic and odourless reagents, and easy applicability to large-scale operation.
Synthesis of thioesters from carboxylic acids via acyloxyphosphonium intermediates with benzyltriethylammonium tetrathiomolybdate as the sulfur transfer reagent
Gopinath, Purushothaman,Vidyarini, Ravindran Sasitha,Chandrasekaran, Srinivasan
supporting information; experimental part, p. 6291 - 6294 (2009/12/08)
(Chemical Equation Presented) An efficient protocol is reported for the synthesis of thioesters from carboxylic acids with use of acyloxy phosphonium salts as intermediates and benzyltriethyl-ammonium tetrathiomolybdate as the sulfur transfer reagent.
KINETICS AND MECHANISM OF HOMOLYTIC TRANSFORMATIONS OF 1,3-OXATHIOLANES IN CARBON TETRACHLORIDE
Batyrbaev, N. A.,Zorin, V. V.,Zlot-skii, S. S.,Rakhmankulov, D. L.
, p. 368 - 372 (2007/10/02)
In carbon tetrachloride in the presence of tert-butyl peroxide at 120-150 deg C 1,3-oxathiolanes are converted into chloroethyl thioacylates.The kinetics were studied and an unbranched radical-chain mechanism for the formation of the chlorothio esters through the formation of 2-chloro-1,3-oxathiolanes is proposed.The controlling stage of the process is the abstraction of a hydrogen atom from the substrate by the trichloromethyl radical.The effect of the nature of the heteroatom and substituent at position 2 of the heterocycle on the reactivity of the substrate was dtermined.
