5892-65-9Relevant academic research and scientific papers
Synthesis of thioamides via one-pot A3-coupling of alkynyl bromides, amines, and sodium sulfide
Sun, Yadong,Jiang, Huanfeng,Wu, Wanqing,Zeng, Wei,Li, Jianxiao
, p. 700 - 707 (2014/01/06)
We herein describe a novel method for the synthesis of thioamides by a three component condensation of alkynyl bromides, amines, and Na 2S·9H2O. The developed method is applicable for a wide range of amines and alkynyl bromides bearing different functional groups furnishing the corresponding products in moderate to excellent yields. The Royal Society of Chemistry.
Macrocyclic Lactone Formation through Sulfide Contraction. Synthesis of (+/-)-Diplodialide A
Ireland, Robert E.,Brown, Frank R.
, p. 1868 - 1880 (2007/10/02)
A methodology for the synthesis of macrocyclic β-keto-lactones from ω-hydroxy thioamides is described.The hydroxy thioamides were esterified with chloroacetyl chloride, and the resulting chloro esters underwent Eschenmoser sulfide contraction when treated with sodium iodide, diisopropylethylamine, and triethyl phosphite in acetonitrile.The β-keto lactones were obtained in 25-58 percent yield.The utility of the method was demonstrated by synthesis of diplodialide A.
