66823-38-9Relevant academic research and scientific papers
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.
Gold-Catalyzed Oxidation of Thioalkynes to Form Phenylthio Ketene Derivatives via a Noncarbene Route
Sharma, Pankaj,Singh, Rahulkumar Rajmani,Giri, Sovan Sundar,Chen, Liang-Yu,Cheng, Mu-Jeng,Liu, Rai-Shung
supporting information, p. 5475 - 5479 (2019/08/01)
Gold-catalyzed oxidations of thioalkynes with 8-methylquinoline oxides afford 2-phenylthioketenes that can be trapped efficiently with alcohols. The synthetic utility is manifested by terminal and internal thioalkynes over a wide scope, bearing esters, ke
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.
Bulky trialkylsilyl acetylenes in the Cadiot-Chodkiewicz cross-coupling reaction
Marino, Joseph P.,Nguyen, Hanh Nho
, p. 6841 - 6844 (2007/10/03)
Bulky trialkylsilyl-protected alkynes such as triethylsilyl (TES), tert-butyldimethylsilyl (TBS), and tri-isopropylsilyl (TIPS) acetylenes underwent the Cadiot-Chodkiewicz cross-coupling reaction with different bromoalkynes to form a variety of synthetically useful unsymmetrical diynes in good yields. The diyne alcohol 10 was transformed regio- and stereoselectively into enynes by hydrotelluration, carbometalation, and reduction reactions.
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
NUCLEOPHILIC REACTION AT A VINYL CENTER. XXII. SYNTHESIS AND NUCLEOPHILIC VINYLIC SUBSTITUTION IN E-β-FLUOROVINYL ARYL SULFONES
Shainyan, B. A.,Mirskova, A. N.
, p. 61 - 66 (2007/10/02)
The reaction of potassium fluoride with E-β-bromovinyl aryl sulfones in the presence of 18-crown-6-ether leads to a mixture of the sulfones XC6H4SO2CH2CHF2 and E-XC6H4SO2CH=CHF, the ratio of which decreases in the order X=CH3, H, Cl, NO2.The kinetics of n
Lewis Acid Catalyzed Ene Reactions of Ethynyl p-Tolyl Sulfone
Snider, Barry B.,Kirk, Thomas C.,Roush, David M.,Gonzalez, Domingo
, p. 5015 - 5017 (2007/10/02)
Ethynyl p-tolyl sulfone undergoes EtAlCl2-catalyzed ene reactions with alkenes to give 1,4-dienyl p-tolyl sulfones in good yield.
