14063-69-5Relevant academic research and scientific papers
Mg-promoted stereoselective desulfonation of β-arylvinyl sulfone derivatives
Nishiguchi, Ikuzo,Matsumoto, Takeshi,Kuwahara, Takeshi,Kyoda, Makoto,Maekawa, Hirofumi
, p. 478 - 479 (2007/10/03)
β-Arylvinyl ρ-tolylsulfones, easily prepared from base-catalyzed condensation of aromatic aldehydes with a variety of ρ-tolylsulfones, were efficiently transformed to the corresponding (E)-β-substituted aromatic olefins in a stereoselective manner through Mg-promoted reduction. The reaction may be initiated through electron transfer from Mg metal to the vinyl sulfones to give the corresponding anionic species followed by stereoselective elimination of a sulfonyl group.
Stereoconservative formation and reactivity of α-chalcogen- functionalized vinyllithium compounds from α-bromo-vinylic chalcogenides
Braga, Antonio L.,Zeni, Gilson,De Andrade, Leandro H.,Silveira, Claudio C.
, p. 595 - 596 (2007/10/03)
Bromine/lithium exchange was performed upon treatment of α-bromo-vinylic chalcogenides with butyllithium in hexane at room temperature to provide α-chalcogen-vinyllithium intermediates quantitatively. Addition of electrophiles to the lithiated compounds g
Synthetic Application of Lithiated Tris(methylthio)methane: Preparation of Aliphatic Methyl Thiolcarboxylates from the Corresponding Halides. Convenient Synthesis of Tris(methylthio)methane
Barbero, Margherita,Cadamuro, Silvano,Degani, Iacopo,Dughera, Stefano,Fochi, Rita
, p. 2075 - 2080 (2007/10/02)
A thorough study directed towards the synthesis of methyl thiolcarboxylates was made on the basis of the following steps: (i) conversion of alkyl halides into the corresponding trimethyl trithioorthocarboxylates by using tris(methylthio)methyllithium in THF at -78 degC; (ii) selective hydrolysis of the intermediates to methyl thiolcarboxylates by using 35percent aq.HBF4 in DMSO or, in some cases, in THF.The overall yields of the two stages are, usually, between 70 and 88percent.By this procedure it is also possible to incorporate 18O in the carbonyl group of thiol esters (ca. 98percent isotopic purity).Furthermore, a new, convenient method for the preparation of tris(methylthio)methane as the precursor of tris(methylthio)methyllithium was developed.
THE USE OF PHOSPHONODITHIOFORMATES FOR THE SYNTHESIS OF KETENE DITHIOACETALS
Bulpin, Andrew,Masson, Serge,Sene, Aboubacary
, p. 3415 - 3418 (2007/10/02)
Phosphonodithioformates 1 undergo thiophilic addition with both organolithium and Grignard reagents to give metallated dithioacetals of formyl-phosphonates 2, available for protonation, alkylation or use in Wittig-Horner reactions.Oxidation of 1 by meta-c
Ring Fragmentations of 2-Alkenyl- and 2-Benzyl-1,3-dithiolanes Induced by Bases. A Novel Method for the Preparation of 1,1-Bisalkylthio- or 1-Alkylthio-alk-1-enes and -alka-1,3-dienes
Oida, Tatsuo,Tanimoto, Shigeo,Terao, Hiromu,Okano, Masaya
, p. 1715 - 1726 (2007/10/02)
The reaction of 2-alkenyl- and 2-benzyl-1,3-dithiolanes with several bases and successive alkylation with alkyl halides has been investigated.In the reaction of 2-alk-1-enyl-1,3-dithiolanes with organolithium reagents and alkyl halides, deprotonation at C
Addition-1,4 d'enethiolates lithies de dithioesters aux cetones ethyleniques
Berrada, Said,Metzner, Patrick,Rakotonirina, Rose
, p. 881 - 890 (2007/10/02)
Deprotonation of carboxylic dithioesters with LDA gives rise to thermally stable lithium thioenolates that have been submitted to the action of various enones under kinetic conditions.Selective carbon-1,4-addition has been observed.Lithium thioenolates ma
NEW SYNTHESIS OF KETENE THIOACETALS, VINYLSULFIDES AND THEIR SELENO ANALOGUES
Denis, J. N.,Krief, A.
, p. 3407 - 3410 (2007/10/02)
Title compounds have been prepared on reaction of thioacetals, orthothioesters and their seleno analogues with diphosphorus tetraiodide (P2I4) or phosphorus triiodide (PI3).
New synthetic routes to vinyl sulfides, ketene thioacetals and their seleno analogues from carbonyl compounds
Denis,Desauvage,Hevesi,Krief
, p. 4009 - 4012 (2007/10/02)
Title compounds have been prepared from carbonyl compounds by formal removal of hydroxyl and sulfenyl or hydroxyl and selenyl moieties from the corresponding functionalized β-hydroxysulfides or β-hydroxyselenides.
UNSATURATED THIOLATES IN CYCLOADDITION REACTIONS. III. REACTION OF 1-N,O,S-SUBSTITUTED 2-ALKYL- AND 2-PHENYL-1-ETHENETHIOLATES WITH CARBON BISULFIDE
Bunina, N. A.,Petrov, M. L.,Petrov, A. A.
, p. 11 - 17 (2007/10/02)
The reaction of 1-N,O,S-substituted 1-ethenethiolates with carbon bisulfide leads to the formation of cyclic adducts.The reaction rate decreases in the order N > O > S.In the case of the 1-N- and 1-S-substituted 1-ethenethiolates the reaction products are 5-N- and 5-S-substituted 1,2-dithiole-3-thiones.In the case of the 1-O-substituted 1-ethenethiolates the reaction goes further with the formation of 3,3'-spirobi(1,2-dithiole).The relation reaction rate constants for 1-N,N-dimethylamino-2H-, 1-N,N-dimethylamino-2-methyl-, and 1-N,N-dimethylamino-2-phenyl-1-ethenethiolates are 1, 4.2 and 10 respectively.
