66823-38-9Relevant articles and documents
Anti-carbometalation of alkynyl sulfides using indium tribromide and ketene silyl acetals
Kang, Kyoungmin,Nishimoto, Yoshihiro,Sakamoto, Kosuke,Yasuda, Makoto
supporting information, p. 1136 - 1139 (2020/10/06)
We developed the regioselective anti-carbometalation of alkynyl sulfides via the use of InBr3 and organosilicon nucleophiles to give β-mercaptoalkenylindium compounds. The structure of β-mercaptoalkenylindium was characterized by X-ray crystallographic analysis. A variety of disubstituted alkenyl sulfides were regio- and stereoselectively obtained by either halogenation or Pd-catalyzed cross-coupling with aryl halides using the mercaptoalkenylindiums.
Electrotelluration: A new approach to tri- and tetrasubstituted alkenes
Marino, Joseph P.,Nguyen, Hanh Nho
, p. 6291 - 6296 (2007/10/03)
A novel electrotelluration process is described in which a Michael addition of an alkyl or aryl tellurolate anion occurs onto an activated alkyne with subsequent trapping of a vinyl anion with electrophiles (aldehydes and ketones) other than a proton. This process provides an efficient regio-and stereospecific route to tri- and tetrasubstituted alkenes. Methodologically significant examples of this chemistry were studied in which aryl and alkyl tellurolate anions were added to ω-keto alkynyl esters in a Michael reaction, and the incipient vinyl anions were trapped intramolecularly by the internal aldehydes. The reactive centers were tethered by different lengths of alkyl chains to form highly functionalized five-, six-, seven-, and eight-membered rings in modest to good yields.
Dithio and Thiono Esters, 50. - α,β-Acetylenic Thioamides, Dithio Esters, and Thiono Esters
Hartke, Klaus,Gerber, Hans-Dieter,Roesrath, Ulrich
, p. 903 - 916 (2007/10/02)
α,β-Acetylenic amides 5 and thioamides 7 have been obtained by a palladium-catalysed condensation of the terminal acetylenes 3 with N,N-dimethylcarbamoyl chloride (4) or -thiocarbamoyl chloride (6).Sulfhydrolysis of the α,β-acetylenic thioamidium salts 19