96689-19-9Relevant academic research and scientific papers
IODINE-INDUCED IMINOTHIOLACTONIZATION OF γ,δ-UNSATURATED SECONDARY THIOAMIDES, NEW ENTRY TO 2-ACETOAMIDOTHIOPHENES
Takahata, Hiroki,Suzuki, Toshiaki,Maruyama, Mihoko,Moriyama, Keiko,Mozumi, Mayumi,et.al.
, p. 4777 - 4786 (2007/10/02)
Iodine-induced cyclization of γ,δ-unsaturated secondary thioamides 1 proceeded regio- (5-exo-trigonal) and chemo- (sulfur-carbon bond formation)selectively, providing iminothiolactones 2, which were converted in two-step sequences (dehydroiodination and N-acetylation) into 2-acetoamidothiophenes 4.This procedure was performed in one flask to afford polysubstituted 2-aminothiophenes.
SYNTHESIS WITH SULFONES XLIV. STEREOSELECTIVE PREPARATION OF EE 1,3-DIENES BY ELIMINATION OF BENZENESULFINIC ACID FROM E HOMOALLYLIC SULFONES.
Penhoat, C. Herve Du,Julia, M.
, p. 4807 - 4816 (2007/10/02)
The preparation of pure E and Z homoallylic 1,1-disulfones followed by the stereoselective reduction of one sulfonyl moiety afforded pure E and Z homoallylic sulfones respectively.Basic elimination with tBuOK in THF gave the corresponding 1,3-dienes in good yield.This reaction, highly stereoselective in the case of E homoallylic sulfones, has been used in the synthesis of (8E,10E) 8,10-dodecadienol, 10 and (9E)9,11-dodecadienol, 15, insect pheromone components.
